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Copoun Nuber 3 C DMS.7.7 74 7..8 7 4.. 88 87 c c.0. 3. 7.99 0. 0.4 98 97 84 98 9.. 3.4 74.4.0. 98 9 9 9 9..77.0 73. 0..03 9 7 8 78 84. 98.8 98.0 88 C 3 C 3 3 4.4.3 4. 4. 0.3..7.7 3.7 77 7 3 c C= c C= 70. 70.7 70. 70.88 9. 70.03 7 9. 9.03 9.8,3-Dacetoxypropoveratrone,3-acetoxy-3',4'-ethoxypropophenone (chlorofor) Shft.08.9 3.9 3.9 4. 4.8.8., 7.9., 3. 7.9, 3. 7..93 8.4.0 7.7 8.4,.0 Note: M. Mozuch #//c g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS...8 C 3 C 3.87.87.08.08 0. 70. 73.98 88.94 99 99.97.03... 9.93 73.89 89.8 8.3..80.80 0.3 8.7 7. 87.0 3 3 C 3 C 3 C 3 0. 0. 0..0 9.80..08 7 7 4 03. 03..78.8..74. 84 84 8 0.0 0.0 0.0.08 8.84.3.3 3 3 4 4 3.04.73.90.4.8.8.0.4.03 3 threo 3.84.84 3. 3... -(3,4-Dethoxyphenyl)--[4-(-hyroxyethyl)-,-ethoxy phenoxy]propane-,3-ol (chlorofor) Shft..4 3.8 3.8 3.87 3.89 4.8.0 q.4 8.7,.3.9.83 8.7.9 Note: S. Ralph III- 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 3 C DMS.78.0..89.4. c c.78.88.88.8 74. 80.0.0.08. 3. 74.77 80. 3 7 4...4.0 73. 78. 4 7 4 C 3 C 3 C 3 4 4 3 3 0.8 0.89. 9.8.08.93.4.98..84.09.04.. 3.8 9..79..8.. 0.0 0..93 7 4 7 4 3 9 0.87..80 7.70 9.3..70.7.74.. 0. 4 8 0 erythro Veratrylglycerol--guaacyl ether acetate c C= c C= 9.7 70.7 9.8 70.7 9.8 70.00,3-acetoxy--(3,4-ethoxyphenyl)--(-ethoxyphenoxy) propane (chlorofor) Shft.03.07 3.79 3.83 3.8 4. 4..0, 4.0.9,.9.03.3 4.7 Note: L. Lanucc g threo ata n acetone 3.8 7.7 80.8 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 4 3 C DMS 4.4.8 3.9.9 99 99 4. 4..0.0.9.9.9 3. 3 4 7. 8.03 p-yroxybenzyl alcohol 4-hyroxybenzyl alcohol (chlorofor) Shft 4. 3,.8, 7. Note:. Ralph: R 9. 0g Not very oluble n CDCL3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.78.90 84.93. 97.. 94.04 79 4.8 70.79 88 0..04 8 9.9.4 8 88 0.. 74 73 9. 9 9. 78 8.0 8..9.03 8 C 3 4...0 C 3 3.00 0.9 8.4 4 3,4-Dethoxybenzyl alcohol 3,4-ethoxybenzyl alcohol (chlorofor) Shft 3.8 3.8 4..8.8.8 Note:. Ralph: R 9.4 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS... 3...89.89 98 98... 7.. C 3 3. 3. 97 97 3. 3..4.4 9 9 4.90 9.4.98 99. 9. 93 9.89 p-yroxyacetophenone 4-hyroxyacetophenone (chlorofor) Shft.0 3, 7.9 8.8, 7.00 8.8 Note:.Ralph: R 9. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS. 8. 74.4 77.0 8.7 9. 9 09.89..04 7 C 3 3.97 8. 8 4.8.0.. 98.0..84 9 3.77.. C 3 4 0. 97.4. 9. 9. 9.98 8 7 cetovanllone 4-hyroxy-3-ethoxyacetophenone (chlorofor) Shft. 3.9 7.3.9 8.7 7.3 Note:. Ralph: R 9. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS.. 4....3.3.0.0 C 3 0.8 0.8 90 90 0.97 0.97 84 84 0.3 0.3 84 84..3. 4.89 4.7.8 C 3 C 3 3.79.79 4 4.... 9.4 9.3 4 9.0 cetoyrngone 3,-ethoxy-4-hyroxyacetophenone (chlorofor) Shft.7 3.94 3.94, 7. Note:. Ralph: R 9.3 g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS.7 3. 7. 78.9.04 9.9.0 9..8 90 09.99 8.7 0.7 9 C 3 0.09 70. 77 0.74 87. 9.73 94.04 98. 3. 7.88 C 3 3.99 0.00 7. 4 C 3 4 3. 4. 7 3.0 9.70 9. 7 9. cetoveratrone 3,4-ethoxyacetophenone (chlorofor) Shft. 3.93 3.94 7..0.90 8.4 7.7 8.4,.0 Note:. Ralph: R 9.4 g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 0 3 C DMS.0 4.83 9 9. 7.70 0 C 3 3...9.9 9 9...3.3 89 89 4.4 4.4.3.3 80 80 80 80.90. 4.98.8 7 -(4-yroxyphenyl)ethanol -(4-hyroxyphenyl)ethanol (chlorofor) Shft.. 4.8 q. 3,.8 8., 7. 8. Note:. Ralph: R 97. g lot noluble n CDCl3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.07 9. 87.88 78.88 99.09 87. 98 70. 89 9.8 78 7.89 C 3 08.0 80 09.7 7 09.4 7 4. 94. 87 4.80 8 8.3 8. 7. 77.9.7 3. 4 C 3 4 3.9..3.97 3.98. 9 pocynol -(4-hyroxy-3-ethoxyphenyl)ethanol (chlorofor) Shft Me. 3.87 4.8 q..8.9.84 Note:. Ralph: R 97. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS...94.....79.79 C 3 70.0 0. 0. 94 94 70.07 03. 03. 87 87 8. 0. 0. 8 8.90. 4.93 C 3 C 3 4 3..0.0.70...3.. 7 7 -(4-yroxy-3,-ethoxyphenyl)ethanol -(4-hyroxy-3,-ethoxyphenyl)ethanol (chlorofor) Shft..4 3.8 3.8 4.79 q.4,.8 Note:. Ralph: R 97.3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 3 C DMS. 99. 9.9 88.80.9 94 87.99. 89.. 99 94 C 3 70.08 08.8 94 7 9.7 0. 8 9 7.8 09. 7 0.98 78.. 8 7.0 8.8 9 7.0 8 C 3..97 9.99 C 3 4..7 4. 3.99 0.4. -(3,4-Dethoxyphenyl)ethanol -(3,4-ethoxyphenyl)ethanol (chlorofor) Shft..4 3.8 3.87 4.8 q.4.8.8.9.7 Note:. Ralph: R 97.4 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 4 3 C DMS 3.0.0...80.80.8 4...4.4 97 97.77.77 8 8.04.04 83 83 4. 9 3.80 3. 3 9. 9.0 90.80 p-yroxybenzalehye 4-hyroxybenzalehye (chlorofor) Shft 3, 7.00 8., 7.8 8. 9.8 acetone 3, 7.00, 7.79 9.84 9. Note:. Ralph: R 87. g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.07.. 09.0 0 0.8 7 0.3 9 4.9 7.87 97..7 89.98 83.04 8.70..70 4 3..8. 3 4.99 3. 3.00 C 3 9. 9.07 8 90.89 8 Vanlln 4-hyroxy-3-ethoxybenzalehye (chlorofor) Shft 3.9 7.4 7.04 7. 8. 9.8 acetone 3.9 7. 7.00 7..8 8. 9.8 8. b Note:. Ralph: R 87. g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS...4.4.77.77.8 4.98 3.09 03.88 03.88 8 8 0.08 0.08 7 7 03.9 03.9 7 7.0.80. 4.9.7 9.03 C 3 C 3 3.0.0.4.4.7.7 Syrngyl alcohol 4-hyroxy-3,-ethoxybenzyl alcohol (chlorofor) Shft 3.88 3.88 4.0,.0 Note:. Ralph: R 9.3 g lot noluble n acetone. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS..97.8 0...3 0 3.0.0 94 94.8.8.. 9 9 C 3.70 4. 3.08 3.4 3.4 3.0 3.0.70.70 4 4. 4. 4 4. C c C=0. 8.79 0. 9.. 8.7 7 Methyl 4-acetoxybenzoate 4-acetoxybenzoc ac ethyl eter (chlorofor) Shft. 3.90 3, 7. 8.9, 8.0 8.9 Note: L. Lanucc 3g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS..8. 3.3.3 97 97.00.00.3.3... C 3 3.97 3.97.. 83 83 3. 3. 4 0..8.97 7.3 0 7.07.0 4 Methyl 4-hyroxybenzoate 4-hyroxybenzoc ac ethyl eter (chlorofor) Shft 3.90 3,.89 8.9, 7.9 8.9 Note: lrch g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS.90... 79 4.7 7.93 9 09.94 90. 78 0.9 7 4. 9. 87 4.93 83.. 9 9.00 93.93 3.. 4.. 3.7 4 C 3 3..0. 4-yroxy-3-ethoxybenzyl alcohol 4-hyroxy-3-ethoxybenzyl alcohol (chlorofor) Shft 3.89 4.0 Note: lrch 4g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS..8. 3 3.7 3.7 97 97 4.0 4.0 88 88 3.74 3.74 99 99.7...7...97 3. 3. 4 4.04 8 4. 3.80 7. 7.4 3 7.00 C 3 p-nc ac 4-ethoxybenzoc ac (chlorofor) Shft 3.89 3,.9 9.0, 8.07 9.0 Note: lrch g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS C 3 C 3 C 3 C 3.97.97.. 3. 87. 0. 0. 0. 0...98 8 8 88 88 8 8...7.7 3. 8. 0. 0. 07.9 07.9.78.8 9 9 9 9 3 3.73.73.97.97.9 8.80 0. 0. 0. 0... 98 98 3 8 8 3 3 4. 8. 0.80 4.0 4.99 4.9 3.79.79 8 8.3.3.. 8 8 3.73.73 3.8 3.8.. 73 73 -(,-Dethoxyphenoxy)-3-hyroxy--(4-hyroxy-3,- ethoxyphenyl)propan--one 94.84 9. 94.7 (chlorofor) Shft 3.74 3.9.0.4,.7, 7.,.9 8.4 7.03 t 8.4 Note: a acetyl pperne n aple.. Ralph R7.P g - proton couple to ', hft not eterne. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS C 3 C 3.09.09.. 7. 0. 0. 0.07 0.07 98 98 4 89 89 84 84...7.7 7.90 0. 0. 07. 07. 94 94 98 98 97 97.8.8.03.03 74. 0. 0. 0.97 0.97 98 98 80 80 3 3 C 3 C 3 4..8..87.09. 3 9.84.9.8 4.89. 3 4.4 3.74.74...0.0 7 7 3 3. 3. 4. 4..8.8 93. 93.9 9.7 -(,-Dethoxyphenoxy)--(4-hyroxy-3,-ethoxy phenyl)ethanone (chlorofor) Shft 3.8 3.94., 7.,.9 8.4 7.03 t 8.4 Note:. Ralph R7.P g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.0..9.08 3.74.89.4 4..9 c C 3 3 7.8.7.7 7.03.3.3 99 99 7.0.70.70 3.3.3.84.84.99.99 9 9.8 8. 8.3 3 c 4 0.. 4.79 4 c C= 9.4 4 9.8 4 9. c C= 70. 3 70. 9.4 yroxyphenylethanol acetate -acetoxy--(4-acetoxyphenyl)ethane Shft.0....84 q. 3, 7.09 8., 7. 8. Note:. Ralph R93. g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.9.08 3.7.9..7.8.80 4.83 c 3.70.70.9.9.78.78 94 94.0.0 97 97.0.0 93 93....84 8.7 4 0.3.0 0. c 4 c C= 9.3 9.3 7 9.08 8 c C= 70.7 70.77 70.4 p-yroxybenzyl alcohol acetate 4-acetoxybenzyl acetate (chlorofor) Shft.08..08 3, 7.08 8., 7. Note: S. Ralph SRIII- g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS 4.8 3.94.73. 4.83 0. C 3 3 3.9 3.9.0 0 4. 4.. 98 98 9 3.9 3.9.88 3.7 3.7 8 8.. 3. 3. 93 93 4 3. 3 4. 3. 8.8 8.84.88 4 C 3 Methyl-p-anate ethyl 4-ethoxybenzoate (chlorofor) Shft 4 3.83 3,, 3.8.89 7.99 8.8 8.8 Note: S. Ralph SRIII- 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS...0 C 3 C 3 C 3 c C 3.08.08.. 7.4 0. 0. 0.4 0.4.. 93 93 90 90 90 90...7.7 7.99 0. 0. 0.0 0.0.9.94 98 98 94 94 9 9 0 7.8.8.8.8 74.9 04.87 04.87 0.3 0.3.88.0 80 80 94 94 4.. 9.4 4. 4.0.8 3.. 3. 3..80.80 7 7 3 3. 3. 4. 4. 3 3.74.74 9 9 -(4-acetoxy-3,-ethoxyphenyl)--(,-ethoxyphenoxy) ethanone (chlorofor) c C=0 8. 94.03 8. 94.8 7.0 93.7 Shft Αχ Με. Β ΟΜε 3.80 Α ΟΜε 3.87.3 Α, 7. Β,.8 8.4 Β 7.0 t 8.4 Note:. Ralph GV. g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.4 4..03.8.. 0 C 3 c C 3 C 3 4 3 4.. 7.3 0. 0.. 4.9.89.4.4.8..79 84 84 7.73.73 7. 0.90 0.90 3.8.73..80.4.8.9 0.90 9 9 8.. 70.8 04.78 04.78. 3.80......9 84 84 7 3.4.4 3. 3..90.90 74 74 c C=0 8.0 8.4 7.9 93.77 94. 93.70 -(4-acetoxy-3,-ethoxyphenyl)--(-ethoxyphenoxy) ethanone (chlorofor) Shft,. 3.87 3.87. 7. Note:. Ralph GV. g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.94 09.08 3.4. 7.0 3 4. 9 C 3 C 3 3.93 90.97 7 Dehyrovanlln,'-Dhyroxy-,'-ethoxybphenyl-3,3'-carbalehye (DMS) Shft 3.94 7. 7. 9.8 3.9 7. =.84 7. =.84 9.84 Note:. Ralph KM 77. g contan purte th copoun ha a plane of yetry The hft for the other half are entcal. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS c c C 3 c C 3 C 3.7.0...88.97.08.08 3.84 7. 7.0 80.7 4 3..9.4.8.0.0.. 4. 7.70 7.9 8. 4 7 7...9.03..0.80.80 3. 7.70 7. 80. 8 C 3 C 3 03. 03. 0.70.0 9.9 77 77 03.9 03.9.03.3.9 8 8 0.90 0.90 0.80. 9.8 0 0 3 Veratrylglycerol--yrngol ether tracetate,3-acetoxy--(3,4-ethoxyphenyl)--(4-(-acetoxyethyl)-,-ethoxyphenoxy)propane (chlorofor) threo 4 3 4 3 c C=0 c C= c C=.4...89.0.88.88 9.7 70. 70.7 4 4 0 0 3.8.0.3 0.0 0. 3.8 3.8 9.78 70.4 70.9 9 9....3.74.. 9. 9. 9.89 Shft.9.00.07. 3.8 3.8 3.80. - 4..79. 4.9 - q.7, 3.. 7.,..94.8.9 8.8 Note: S. Ralph III-4 g aple ha purte proton hen by ' FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS 8.94 3.09 73 7. 9 73.83 7. 9 9 0.4 4 n 0. Xylan Xylan,rch (DMS) Shft Note: IPC Xylan 79-7 0g - Quanttatve run - Run at 3K hft at 8.94 an 0.4 are for en group FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 3 C DMS.03..8 C 3.88.88.0 9.74 73. 8.9 0.00.00 88 88.99.04.0 9. 73.8 84.04.73.8 4 4 4 4.. 9.9 7.7 70.77 8.98 0.7.7 4 4 3.. 88 88.. 90 90.. 93 93 C 3 C 3 9..84.84 4 9.84.4.4 8......4..78. threo 3 4 4.8.98 7..3.9 8.87.9.3 7. -(3,4-Dethoxyphenyl)--[4-(-hyroxyethyl) phenoxy] propane-,3- ol (DMS) Shft. 3.7 3.7.. Note: S. Ralph SR-7 g hft for nor erythro oer: C D.,.94,9.9 73.88,73.8,7. 8.00,83.7,8.98 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS c c C 3 C 3 c C 3 3.9.04..0.9.99.9 7.8 74. 78. 0.... 9.9.. 8 4 84 84..89.3..0.7 3. 7.7 7. 79...4 7.0 7.0.84.. 4 7 7..4.93.78.4.. 7.4 74. 77.7 0.8..98.98 9.8.. 7 4 9 8 7 4 4 4 9 9 threo 3 4 4.8.3.0.4 8.7.00.0 0. 0. 9. 8..9.0.87 7.7 4,3-acetoxy--(3,4-ethoxyphenyl)--[4-(-acetoxyethyl) phenoxy] propane c C=0 c C= c C= 9.8 70. 70. 8 9.90 70. 70.8 9. 9. 9.9 4 (chlorofor) Shft.03.03.0.. 3.87 3.87 4.00 4..8,..9, 4.0.84.0 4.70 q.. Note: S. Ralph SR III-7C g hft for nor erythro oer: C D.9,3.,.88 73.9,74.4,7.9 78.,78.93,7.9 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS c c C 3 C 3 C 3 c C 3.7.0..09.9.9.9 3. 7.0 74.87 80. 0.8 0.7. 8. 8. 9.88 4 97 4 4.9.9.4..0.4. 3.80 7. 7.7 80.88.79.7. 8.74 9.9.73 4 70 7 79 7 4 70 70 4 73 7 7 7..4.94.87.4... 7. 74.4 79. 0.4 0.84. 7.0 8.08 9.74 70 77 7 8 4 threo 4 3 4 3.93.9.7.04. 0. 3 8...8 0. 0...7.9..7.83.8,3-acetoxy--(3,4-ethoxyphenyl)--[4-(-acetoxyethyl)--ethox yphenoxy] propane (chlorofor) c C= c C= c C= 70.4 70. 9.7 9.88 70.4 70.9 9. 9. 9.9 4 Shft.00.0.0.. 3.8 3.8 3.87 4. 3.99.9, 4.0.9,.8 4.8.07 4.3 q..7 Note: S. Ralph SR III-C g Shft for nor oer: C D.74,3.,.04 74.08,74.7,73. 79.98,80.,78. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS..0 9.83 9 C 3 C 3 C 3 C 3.9.9.9.08 9.98 73.84 89.0 09. 0.03.0 8. 9... 9 7.93.0.7.8 9. 73. 88. 0..7.4 8.8 9. 9.99.87 90 88 7 90 7 0 7 7 4 9..4. 9.9 7.79 70.7 84. 09.79 0..08.7 7. 8.9.0 9 83 8 0 7 8 4.94..0 threo 4 3 4 3.7.90.08.00.03.4.87..78.8.07. 79 4 -(3,4-ethoxyphenyl)--[4-(-hyroxyethyl)--ethoxy phenoxy] propane-,3-ol (chlorofor) Shft..4 3.8 3.8 3.8 4.83 4.94 4.0 q.4 7.7 3. 3.0 Note: S. Ralph SR III- g hft for nor oer: C D 0.8,.8,9.9 7.78,73.,7. b 87.0,8.0,83.8 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS. 9 3..00 93.0 88. 9.8.9.0 9 9..8 94 9.. 9 8 4..4 8. 98.89 9. 93. 9.. 3. 7 4..7.8 73 C 3 3. 78.88.7 74. 8. 73.77 0 Dhyroferulc c 3-(4-hyroxy-3-ethoxyphenyl)propanoc ac (chlorofor) Shft.4 t 7.4.88 t 7.4 3.84.7.8 7..9 Note:. bt g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.. 3.. 0.8. 0 3 3.8 3.8 8 8 4. 4. 9 9 3.7 3.7 C 3. 3..89 8.. 3.8 3.8.. 97 97 4 3. 4.3 3.0 9. 9. 8 9.4 4 C 3 4-Methoxyacetophenone 4-ethoxyacetophenone (chlorofor) Shft.3 3.8 3,.90 8.8, 7.90 8.8 Note: lrch 7g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.. 8 4.94 4.8 4..9 3 3.87 3.87.. 97 97 4. 4..8.8 9 9 3. 3..8.8 99 99.. 3. 4 9.0 3 9.4 8.4 9 C 3 p-methoxybenzyl alcohol 4-ethoxybenzyl alcohol (chlorofor) Shft 3.7 4. 3,.8 8.7, 7. 8.7 Note: lrch g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS 3.4.4.03.03.8.8.89.3 4 8.70.7.7 8 8.. 94 94.. 89 89 4. 8 8. 7. Phenol phenol (chlorofor) Shft 3,.84.93, 7. Note: lrch R 8-4g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.8. 94. 99 0.8 9. 99. 97 4.0 83.84 94. 8. 94. 9.09 9. 8.94 9.83 3.70.. C 3 4.3 7. 9.9 Guaacol -ethoxyphenol (chlorofor) Shft 3.83.7 Note: lrch R 8. 4g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.....89.89 0.03 0.03 0.7 0.7 0.70 0.70 9 9 9.0 9. 8.0 4.97.08 8.70 C 3 C 3 3.3.3.8.8.. Syrngol,-ethoxyphenol (chlorofor) Shft 3.8 3.8,. 8..78 t 8. Note: lrch R 8.3 g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 4 3 C DMS...4.4.0.0 0.8 0.8 80 80 07.74 07.74 80 80 07.0 07.0 7 7..0 9.4 4 4.03.9. 3...94.94.09.09 C 3 C 3 90.79 9.0 90.99 Syrngalehye 3,-ethoxy-4-hyroxybenzalehye (chlorofor) Shft 3.9, 7. 9.8 acetone 3.9, 7. 9.8 8. b Note:. Ralph R87.3 g Poor olublty FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS. 9.0 3. 87.73 83. 87.00 84.70..90. 83 3.9 3.7 7 4.03.0 9 C 3 7.84 7. 3 Vanllc ac 4-hyroxy-3-ethoxy benzoc ac (chlorofor) Shft 3.9 7.9.9.97 8.3 7.7 8.3,.9 Note:. Ralph R89. g not very oluble n CDCl3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.. 98 98.9.9 08. 08. 0.8 0.8 8 8. 9. 4 4. 4.7 3.... 8 8 C 3 C 3 7.8 9 7.4 Syrngc ac 3,-ethoxy-4-hyroxybenzoc ac (chlorofor) Shft 3.9, 7. Note:. Ralph R 89-3 g not very oluble n CDCl3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.0.0 8.08. 9.4.8 93 0. 87.4 8 0.93 8..77 87 3..4 7.93.98 73. 94. 78. 8 3.7.89. 4 C 3 4 3.78 4. 9.0 C 3 7.08 0 7.3 7.08 Veratrc ac 3,4-ethoxybenzoc ac (chlorofor) Shft 3.94 3.9 7.0.9.9 8. 7.78 8.,.9 Note:. Ralph R 89-4 g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.. 3...7.7.9..90.90 9 9.98.98 99 99.9. 4 0. 9.4 9.03 9 7.90 p-couarc ac 4-hyroxycnnac ac tran (DMS) Shft 7.4.0 3,.83 8., 7.3 8...0 Note: Fluka 0g *not oluble n CDCl3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.8.8.04.04 0.84 0.84. 0 0.04 0.04.03 74 74.9.9 4..0. 8.74 C 3 C 3 3.90.90.00.00 79 79 8. 7.90 Snapnc ac 3,-ethoxy-4-hyroxycnnac ac tran (DMS) Shft 3.83, 7.00 7.0.9..9 Note: Lancater Synthe 0g *not very oluble n CDCl3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.9.99 98 9.08.3 90.. 94 09.88 94. 84 0. 74.09 9. 8.0 7 4.94 94.0 80.8 7.0. 94.3 7.08 7.3.0 7.9 9.4 90.08 7 C 3 C 3 3 4.3. 3 0...97 0.77 8 7.3 77 8. 7.83 7 3,4-Dethoxycnnac ac 3,4-ethoxycnnac ac tran (chlorofor) Shft 3.9 3.9 7.08.0.88 8.3 7.4 8.3,.0 7.73.9..9 Note: K & K Lab 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS. 98.4. 9.4 74.77.00 87 90..0 77 73.80 98.7 7..7.. 7 3.4.87 79 C 3 4.97 8.88 0.04 7.93 8 7 Ferulc ac 4-hyroxy-3-ethoxycnnac ac tran (DMS) Shft 3.84 7..9.83 8. 7.0 8.,.9 7.3.9..9 Note: lrch 0g not very oluble n CDCl3 Note:.0 wa run n 4-Me..,.7,.89,.,.94.77,.89,.,0.,70.93 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.8. 3.4.4 4. 4. 97 97.. 4.0 8.8.8.8 98 98.84.84.9 3. 4.4 0.90 C 3 8. 7.78 4-Methoxycnnac ac 4-ethoxycnnac ac tran (chlorofor) Shft 3.8 3,.9 8.8 7.7.9, 7. 8.8..9 Note: lrch g not CDCl3 oluble FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 0 3 C DMS.84 0..4...8.8.8.8 7. 4 7.8 70.97 C 3 C 3 C 3 7. 03. 03..0.9..0 9 9 0 7. 04.79 04.79 3...7. 84 84 73.98 03.73 03.73. 3...79 79 79.84.07.4 4. 3.3. 3.....7.7 77 77 Syrngylglycol--guaacyl ether 3.0.. -(3,-ethoxy-4-hyroxyphenyl)--(-ethoxyphenoxy) ethanol 4 0. 0.84 8.94 (chlorofor) Shft 3.8 3.87.00 9.9, 3.0 3.94 4.4 t 9.9 9.9, 3.0,. Note: S. Ralph SG g g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS... 0 3 4...00 8 8.8.8 0.7 88 88.. 0. C 3 70. 0.84 0.84 8 8 7.0 0.0 0.0 90 90 70. 0. 0. 87 87 C 3 C 3 C 3 3 4. 4.... 94 94...7 3. 3. 9 9 4. 4.... 97 97 9 9 3. 3.70. 4.. 0.4 3 3. 3. 7 7 4.4 4.4 4 4.88.88 77 77 4.77 3.09.79 -(4-cetylphenoxy)--(3,4,-trethoxyphenyl)ethanone 9. 9. 9 93.0 9. 9.70 9. (chlorofor) Shft.4 3, 3.9 4 3.94., 7. 3,.9 8.9, 7.9 8.9 Note: L. Lanucc LLL XVII 9 g contan trace purty FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.. 3. 3.0.. 3..4.4.8.. C 3 C 3 C 3 C 3 C 3 4 4 3 4 0.9 7.7 0.79 0.79 0.8..87. 3...3. 9 9 3 7 0.70 7.84 0.70 0.70.0 3...74 3.98. 0..98 93 93 8 0.3 70. 0.7 0.7 0.84....... 74 74 4 3 3. 3. 4. 4..8.8 8 8 -(4-cetyl--ethoxyphenoxy)--(3,4,-trethoxyphenyl) ethanone 9.8 9.4 93. 9. 9 9.7 9.9 (chlorofor) Shft.4 3.9 3, 3.9 4 3.93., 7. 7.3.80 7..9 8.3 8.3,.9 Note: L. Lanucc LLL XVII 9c.g trace purty preent FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 3 C DMS... C 3 C 3 3 3 4.... 0.94 74.8.... 0.7 7. 7 7.04.04.09.09 0.08 74. 9 9 C 3 C 3 C 3 C 3 0.87 0.87 0.87 0.87.99.7 0.8 0.8 0.9 0.9 3.. 8 8 9 9 9 0. 0. 0.84 0.84.9.0 70 70 70 70 4 4.7.94 0 8 4.8.88 3 0.. 3.3.3 3. 3..04.04 -(4-cetyl-,-ethoxyphenoxy)--(3,4,-trethoxyphenyl) ethanone (chlorofor) 3 3. 3. 93. 9.7 4 4. 4. 93.8 9.70 9.80.80 93. 9. 70 70 Shft 3, 3, 4,,.9 3.9 3.88 3.9. 7.3 7. Note: L. Lanucc LLL XVII 9 g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 4 3 C DMS.08 70. 73 4.8 4 3 3.9 3.9 4. 4. 98 98 3.84 3.84 99 99.4.9 4....4.4.. 4 9.0 0.3 4 9. 0 C 3 nole Methoxybenzene (chlorofor) Shft 3.77 3,,.90, 7. Note: lrch g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS 3.09.09.. 9 9.77.77 4 0.80 0. 9.90 0. 0. 88 88 0.4 0.4 0. 0. 9 9...7 C 3 C 3 C 3 4 3. 3. 3. 8. 4.7 4.7 8 9 9.9 3. 3. 0,,3-trethoxybenzene (chlorofor) Shft 3, 3.8 4 3.8,.7 8.3.98 t 8.3 Note: lrch g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.80.80.0.0.... 7 7 3.0 3.0 89 89.98.98 99 99.8.8 83 83.0.0 8 8.7.7 3 4.08.08 0.0 0.0 7 7.88.88 C 3 C 3 Veratrole,-ethoxybenzene (chlorofor) Shft 3.8,.89,.89 Note: lrch g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS.00.07..7 93. 9.8 8 09.0 0.3 80 09. 0. 88.8 9. 83.77 79.7 94.00 79.9 3.. 3. 0.77.7 C 3 C 3 4 4. 90.78 70.3 9. 79 4.8 9. 84 Veratralehye 3,4-ethoxybenzalehye (chlorofor) Shft 3.94 3.97 7.4.8.98 8. 7. 8.,.8 9.8 Note: lrch g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS 3.99.99 94 94.0.0. 4. 4.78.78. 3. 3.. 87 87 8. 7. 4-hyroxybenzoc ac (DMS) Shft 3,.8 8.8, 7.83 8.8 Note: lrch g *CDCl3 noluble FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS.0.8. 4..70. C 3 3 4. 4. 98 98.4.4 98 98 4. 4.. 4.9.09.4.84 7..7.7.3.3.08.08 89 89..04. C 3 4. 7.8 7 8. 7.8 4.7.90 ethyl (4-ethoxy)cnnaate (chlorofor) Shft 3.79 4 3.8, 7. 8.8 7..0 3,.89 8.8.3.0 Note:. Ralph PS x 9g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 0 3 C DMS.0..3 3...8.8 88 88.0.0 C 3 0.7 0.7 8 8 0.83 0.83 0. 0. 8 8.0.73 4.8.8.08. 4.. 9. C 3 C 3 3.. 3 3.88.88.00.00 8 8..99. 7.8 7.78.98 Methyl Snapate ethyl (3,-ethoxy-4-hyroxy)cnnaate tran (chlorofor) Shft 3.79 3, 3.90,.7 7.0.9..9 Note:. Ralph RPS x g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.7. 4.3 4.98. 3.90 C 3 3.9.9 9 9.4.4.78.78 99 99.98.90.07.00.00.8.8 94 94...89..9 4 8. 0. 9.87 8.8 4 7.87 4.99 Methyl p-couarate ethyl 4-hyroxycnnaate tran (chlorofor) Shft 3.80 7.4.0 3,.8 8.7, 7. 8.7..0 Note:. Ralph RPS.x 8g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS..7 4.3 C 3 3 4.. 0.89.. 0.8.0.0 0.0 0. 0. 90 90 0.8 0.8 84 84 0.99 0.99 84 84 7.04 7.70 0 7.0.90.70. C 3 C 3 C 3 4 3..8 3. 3. 3 3 4.. 4. 4...7 3. 3. 9 7. 7..78 tran ethyl (3,4,-trethoxy)cnnaate (chlorofor) Shft 3, 4, 3.74 3.8 3.8.70 7.4..9 Note:. Ralph RPS x 9g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 3 C DMS 3.9.9...98.98 4 0.9 0.7 0.7 8 8 0.0 0. 0. 87 87 0.0 0.77 0.77 9 80 80 b. 8. 8...83.87 4. 8 4.. C 3 C 3 C 3 3.0 3. 3. 7 7.87 4.4 4.4.4 3.0 3.0 3 9 9 7. 8. 7.7 tran 3,4,-trethoxy cnnac ac (chlorofor) Shft 3, 3.89 4 3.89,.78 7.70.9..9 Note: lrch g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 4 3 C DMS.07..78 0 3.4.4.7.7 98 98.04.04 C 3 0.80 0.80.9 99 99 07.87 07.87.07 0.8 0.8 9. 8 8 4. 4..7 C 3 C 3 3.78.78.9 4 4 8.. 7..8.8.0 Syrngc ac ethyl eter ethyl (4-hyroxy-3,-ethoxy)benzoate (chlorofor) Shft 3,, 3.89 3.90 7.3 Note:. Ralph RPS 7x 93.3g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.0 83.00 79.4 89 4.07. 9.0.98 8 3. 89.4 80 C 3 4. 9.8 89.9 9.3.. 3. 98.3. 88 3.4.08. 4 C 3 4 0. 7..4 7..3.0 78 Vanllc ac ethyl eter ethyl (3-ethoxy-4-hyroxy)benzoate (chlorofor) Shft 3.88 4 3.88 7.3.8.93 8.3 7. 8.3,.8 Note:. Ralph RPS 3. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS C 3 3.90 7. 80 7 4.08 7.83 88 88 3. 7.7 8 8.07 84.74 97. 94.09.8 7 8.4. 79 9..7 77 74.99.99..4 97.9.4 3 C C 3 93. 09.04.9 4.. 9.94 7 3 74 7 93.80 0.9 3.3... 94 8 7 7 8 9 9. 0.... 9. 70 7 8 74 C 3 4 4 3 3..98..8.4.77.7.03...78.9.. 3 9 4.8.9...93.7.9 77 8 4 4 77 77 Dhyroehyrooeugenol -Methoxy-4-(7-ethoxy-3-ethyl--propyl-,3-hyro benzofuran-- yl)phenol (chlorofor) Shft 0.9. t 7.3.8.4 7.3. 3. t 7.3 9.,.8 3.8 3.87.07 9..9..89.89.99 Note:. Ralph RL 09x g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS C 3 7.0 8. 4 7.8 8. 89 93 7. 8.0 7 78... 0.97.97.. 93 8.9. 9 93.7 93.9 84 9. 0 3 C C 3 08.97 09. 3. 4.4 9.9 4 0..0 4... 8 77 87 84 93 09.74 0.8 3.. 9. 0 8 8 0.4.98..0 97 93.0.8 0 C 3....8.83. 7 4.93 3.. Dehyrooeugenol 4 4 3 3..8..7 3.03.3.7. 3..07.7.9 0 0 -Methoxy-4-(7-ethoxy-3-ethyl--propenyl-,3-hyro benzofuran--yl) phenol (chlorofor) Shft..87.8.3,. 3. t 9.4,.8 3.8 3.88.09 9.4. q.8,.3. q.8,..7.78.88.80.97 Note:. Ralph RKM 7-0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS.0 80. 8. 90 3.93 90..8 C 3 09. 4.8 9 9.. 98. 4.9 7 7.09 8.03 98.4 8.00.78 88.99 8.9 8. 0..03 9. 9.0 78 C 3 3 4.89. 8..99 0.9. 7 7.80 7.8 7.0 Methyl ferulate ethyl 4-hyroxy-3-ethoxycnnaate tran (chlorofor) Shft 3 3.79 3.89 7.3.8 7..9.90 8. 7.0 8.,.8..9 Note:. Ralph RKM 8. 4g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS.93.00 8.79 8.99.99.0.0.0. 94 0.. 7.07 8 C 3.0.99 70.70 8.7..84.8.08 77.3 93 C 3 3. 7.90. C 3 4 3.00 4. 9.98.8 4.9 9.9 Methylveratrate ethyl 3,4-ethoxybenzoate (chlorofor) Shft 3.89 3.93 3.93 7.4.9.88 8.4 7.7 8.4,.9 Note:. Ralph RPS. g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 70 3 C DMS. 79.0 77. 9 3.89 9.07. 97 C 3 4.9 09.77 79.. 9 88.9 0. 77. 84. 88. 83.3 78. 89. 83. 8. 93.8 89 C 3 C 3 3.4.74. 8.9.4 0.9 88.8.7.00 8 80 4.8 4.4.0 8 7.8 7.7.9 tran ethyl 3,4-ethoxycnnaate (chlorofor) Shft 3.79 3.90 3.90 7.04.9.8 8. 7.09 8.,.9 7.3.9..9 Note:. Ralph RPS x g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS 3.0. 90.94 4 0.9 79 0.98 73 0. 93 0. 8.9 90. 3. 83. 97.97 74 3.7.0 3. 8.0 0. 3.7 8 C 3 C 3 4 3. 3. 0 3.0 4..0.8 7 C 3 C 3 90.87 9. 9.0 7 Dehyroveratralehye,,','-Tetraethoxybphenyl-3,3'-carbalehye (chlorofor) Shft 4 3 3.77 3.99 7. 7..9.9 9.9 acetone 4 3 3.7 4.0 7.8 7. 9.9 Note: bt g contan purty th copoun ha a plane of yetry The hft for the other half are entcal. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS 3.8 98 4 0.9.9.0.84 73 3. C 3 C 3 C 3 C 3 4 3 0.04..7 7 94 0 Dehyroveratrc ac,,','-tetraethoxybphenyl-3,3'-carboxylc ac (DMS) Shft 3 3.4 4 3.93 7..9 7.7.9 Note: bt g * only oluble n DMS * alehye purty th copoun ha a plane of yetry The hft for the other half are entcal. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 73 3 C DMS C 3 3.90 7. 3 4.08 7.90 3. 7.8 88 7 3 C C 3.0.09.77.9.9.00 93. 7 3 0.74.3....4 93.8 3 0.3..87... 9. 8 9 8 7 C 3 C 3 4 3 3 4 09. 0.88.90. 9..90.9..87..0. 7 8 3.03.7 3.. 9.8.07..9.80.7 0. 0. 3 8 3 8 0.0.8.. 8.8..8...9.83.83 0 0 0 4 7 4 93 93 -(3,4-Dethoxyphenyl)-7-ethoxy-3-ethyl--propyl-,3- hyrobenzofuran (chlorofor) Shft 0.9. t 7.3.8.4. 4. h t q 7.3 7.3 9.,.8 3.8 3.87 3.88.09 9..9..83.9 7.00 8. 8.,.9.9 Note: bt g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 74 3 C DMS.3.8.0 8 78 88..8.9 89 84...3 94 8 c.8.9 94.. 9.4.7 9 c 3.09 74. 80. 7 8 87 3.8 7. 80.8 79 87 87. 74. 79.0 7 7 c C 3 C 3.7.8 8.79 9.8.00.79.3 8 90 9 84 90 78 9. 3.7 9.....7 87 79 9 9 87 79 87..7 7. 9..4.7. 4 7 73 4 7 8 8 4..93 8..88..9 79 8 Guaacylglycerol--guaacyl ether tracetate threo -(4-acetoxy-3-ethoxyphenyl)-,3-acetoxy--(-ethoxy phenoxy)propane 4 3 3 4 c C= c C= c C=.9 0.84. 8.7 9. 70. 4 4.0.8.8 8.83 9.94 70..4 0.3 0.7 8.3 9. 9.89 73 73 8 7 (chlorofor) Shft.99.0. 3.80 3.8 4.0 4.. 4.3.9,.7.9, 4..3 Note: R. el RFC 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS c C 3 C c C 3 C C...0.80.9.9 3. 74.4 80...74.4 7.8 93 93 3...9...4 3.94 7.4 80.8..70 3.74 8. 4 4 4 4 0...7..7.9.87 74. 79..8.8.7 7.3 8 7 7 0 4 c C 3 C C 9.0 9..99..8.. 9...7..7.78.08 0 7.8 9....8.7. 4 8 8 3-(4-cetoxy-3-ethoxyphenyl) acrylc ac 3-acetoxy- 3- (4- acetoxy-3 -ethoxyphenyl)--(-ethoxyphenoxy) propyl eter (chlorofor) Shft..3.07 3.80 3.80 3.87 threo C 4 C4 C 4 3 3 C3 C c C= c C= c C=...93 4...9 0.93.4.. 8.7 8.70 9.70.09..9.73..08.87..4. 8.7 8.8 9.99.8.4. 4.0..7 0. 0.8.3.74 8. 8. 9. 0 0 4 0 4 0 4. 4. 4.70..9,..9, 4.. C C. 7.4.9.9 Note: R. el RF0D g Vnyl C' at.08 an. n acetone. In CDCl3. an. ata n. g. Foo Che. 4(4) 70-7, 993 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS c C 3 C c C 3 C C.4.4.0.8.9.9.88 73.9 80..3.0.3 7.70 70 70 4 3...90...4 3. 74.7 80...77 3.80 8.....0.73.97. 73. 78.8.7.8.9 7.70 7 3 4 8 4 c C 3 C C 9.74 9.74.00..0.. 7 7 9.97.....09.09 0 8 8 8.08 9.4.7.0.0.90. 4 4 3 3-(4-cetoxy-3-ethoxyphenyl) acrylc ac 3-acetoxy- 3-(4- acetoxy-3- ethoxyphenyl)--(-ethoxyphenoxy) propyl eter (chlorofor) Shft...0 3.77 3.8 3.87 erythro C 4 C4 C 4 3 3 C3 C c C= c C= c C=..3.80 4.8...00... 8.8 8.7 9.0 3 3 3.09.7.79.74.3.....4 8.7 8.8 9.89.80.. 4...70 0. 0.8..77 8. 8.3 9. 4. 4.3 4.7.4.9, 4..9,.3. C C. 7.4.0.0 Note: R. el RF0D g Vnyl C' at.09 an.3 n acetone ata n. g. Foo Che. 4(4) 70-7, 993 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 77 3 C DMS c C c c C 3 C 3 C C3 C.4.7.09.8.94.73 74. 80..88.8 7. 9.8 9..0...0 4 7 0 4 3 9 9...9..3 3. 74.97 80..8 3.8 8. 9.87..7... 7 0 4...79..74.0 73.0 78.7.73.9 7. 8.04 9.3.8.3.3. 7 77 8 74 74.3.0.89 erythro C C.3.3.. 9 9.. 97 97 3-(4-cetoxyphenyl) acrylc ac 3-acetoxy--(4-acetoxy- 3-ethoxyphe nyl)--(-ethoxyphenoxy)propyl eter C 4 3.9..78.79.0.8 3... (chlorofor) Shft.0.. C 4 3 3 C4 C.8.8.0....09..04. 3.4.7..7 0. 0.7.0 4.8 3.77 3.8 4. 4. 4.77..9, 4.3.9,.9.0 c C= c C= c C= 8.74 8.99 70.7 8.8 9. 70.7 3 8. 8.8 9.9 C..0 C, C3, 7.3 7.3 8. 8. C 7..0 Note: R. el RF9D g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 78 3 C DMS c C c c C 3 C 3 C C3 C.4.7.0.77.97 3. 74.9 80..7. 7.78 8.9 9..9.4.4.84 9 9 4 90 90..0.9.7.3 3.9 7.78 80.8.73 3.8 8.73 9...... 9...78.3.80.8 74. 79.8.7.7 7. 7.3 9.....7 78 74 3 8 74 4 4..7.9 threo C C....78 9.. 93 93 3-(4-cetoxyphenyl) acrylc ac 3-acetoxy--(4-acetoxy- 3-ethoxyphe nyl)--(-ethoxyphenoxy)propyl eter C 4 3.9.4.94.78.8.94 3.0.. (chlorofor) Shft.0.. C 4 3 3 C4 C..08 0.89.4...8.0.87. 3..84 4.0. 0.7 0.9.04.03 9 3.77 3.8 4.4 4. 4.7..9,.8.9, 4.4.4 c C= c C= c C= 8.70 9.0 70. 8.77 9. 70. 9 4 8. 8.8 9.90 C..0 C. C3. 7. 7. 8. 8. C 7..0 Note: R. el RF9D g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 79 3 C DMS.4. 0.0 4 C 3 C 3.4.... 3. 87.0 7 89 89.4...70.70 3.7 8.08 0 8 8..0.0.8.8. 83.7 3 89 89 C 3 c C 3 C 3 4 0.7 0.7 0.7 0.7.7.. 94 94 7 7 0. 0. 0. 0...80.87 84 84 90 90 0. 0. 0.8 0.8 3.79.0.9 7 7 70 70 4. 4.. 3 3.... 8 8 70 70 3. 3. 3. 3. 94 94 94 94...7.7 8 8 79 79 -(4-acetoxy-3,-ethoxyphenyl)--(4-acetyl-,-ethoxy phenoxy) -3-hyroxypropan--one c C= 8.0 94.74 8. 9.7 7.0 9. (chlorofor) 9.0 9. 9. Shft..8 3, 3, 3.8 3.8. 7., 3.3,, 7. 7. Note: SR III - g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 80 3 C DMS...0.. 0. 3 C 3.. 3. 8. 0.7 0.7 89 89.7.7 3.94 8. 0. 0. 90 90.3.3.4 80.4 0. 0. 4 4 C 3 c C 3 3 4 4.83 4.83.78.78 3...87 8 8 9 9 3 8.8.8 3. 3. 3.80.97. 9 9 87 87 4.78 4.78...9.74. 73 73 3.. 0 0 3. 3..98.98 4 4 4.00.. 4 -(4-acetoxy-3,-ethoxyphenyl)--(4-acetylphenoxy)- 3-hyroxypropan--one c C= 8.0 94.0 8. 9. 9 9 7. 94.7 (chlorofor) 9.4 3 9. 7 9.08 3 Shft.. 3, 3.8 4.9.0.8, 4., 7. 3,.90 8.9, 7.87 8.9 Note: SR III - g, an hft change place n DMS FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS...0. 7.. 7 C 3 c C 3 C 3 C 3 4.9.. 3. 83.3 0.80 0.80.7 4.89.0...7 9 9 4..9.9 3.9 83.7 0. 0.. 4.7...04. 0 9 9 3.... 8. 0. 0..0 3.0...7. 4 4 3 4 3.7 0.7.. 7 7 0.. 3. 3..7 0.9.87.87 0 4 4 -(4-acetoxy-3,-ethoxyphenyl)--(4-acetoxy--ethoxy phenoxy)-3-hyroxypropan--one (chlorofor) c C= 8.00 94.8 9.7 7 8.08 9.94 9. 7.7 9.0 9.4 0 4 Shft..3 3 3, 3.89 3.8 4.7.3 t.., 7. 7.3.8.0 8.4 7. 8.4,.0 Note: SR III - 7g an 4 wtch place n DMS 4 ha very low ntenty an eay to follow FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS c C.3.07.0.8.9 0..9.9.. 89 89..7.78..7 7 7 c 3. 74. 80.0.78. 3.93 7.3 80.88.7 3.7 4.8 74. 79..70.7 3 c C 3 C 3 C C3 C 7.8 8.98 9..0.3.3.84 8. 9...8.7.7. 4 7. 7.9 9.....9 0. 4.78.8 7 threo C C.. 83 83.. 8 8.7.7 90 90 4-cetoxycnnac ac 3-acetoxy-3-(4-acetoxy- 3-ethoxyphenyl)--( -ethoxyphenoxy)propyl eter C 4 3.9..94.78.7.90 8 3... (chlorofor) Shft.07.. C 4 3 3 C4 C..00 0.9.4...7.0.88. 3...87.9 0.8 0.7.04. 0 3.79 3.80 4. 4..9,.8.9, 4. c C= c C= c C= 8.70 9.0 9.8 8.8 9. 9.9 8. 8.83 9. C 4.7.9..3.0 C, C3, 7. 7. 8. 8. C 7..0 Note: R. el RF87D.g.8 an.7 for an C, change place n DMS ee 09 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 83 3 C DMS c C..03.0.80.94 0 0 4..90.9.. 0 0..3.78.8.70 8 9 8 c.93 74.0 80..04.4 3. 74.73 80.4.78 3.79. 73. 78.8.7.89 3 c C 3 C 3 C C3 C 7.7 9.73 9.73.0...9 7 7 8.4.0..4.7.7. 7. 8.09 9..... erythro 4-cetoxycnnac ac 3-acetoxy-3-(4-acetoxy- 3-ethoxyphenyl)--( -ethoxyphenoxy)propyl eter C C C 4 C....00.3.80.9 90 90 3.09.8.8.77.7.78.8 98 98.89.4.4 3...08.8 9 9 (chlorofor) Shft 4 3 3 C4..00.9..3.0.0 3..9 0. 0..0 0.0.. 3.7 3.8 C c C= c C= c C=. 8.74 9.0 9.0 3.7 8.84 9. 9.87.7 8. 8.84 9. 0 4. 4.7.9, 4..9,. 4.7.4.4 C..0 C 7..0 Note: Rch el RF87D.g ee 0 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 84 3 C DMS c C 3 C c c C 3 C 3 C C..7.0.8.94.00.9 73.84 80..4.04.8 7. 77 8 70 8 79 7 7 7 8 7 4 7...87... 3.00 74. 80..0.79 3.8 8.04 9 79 74 89 89 8 74 7 74 87 7.3..0.8.7.98.89 73.7 78..9.3.90 7.09 8 88 8 7 0 9 0 erythro 3-(4-cetoxy-3-ethoxyphenyl)acrylc ac 4-[,3-acetoxy--(-eth oxyphenoxy)propyl]phenyl eter C C C 4 C4 C 9. 9.7.0.4.7..3.7..77 4.78.8 8 4 8 8 0 7 9.8..3...04..0.73.70.9. 84 7 9 79 84 8 3 0 7.9 9..4.90.4.87.8.77..03 4..79 9 7 0 0 0 0 0 (chlorofor) Shft 4 3 3 C3.8.0.4. 7 3..04.7.73 0.3 0. 0.3.7 9.03.0. 3.79 3.8 3.8 C c C= c C= c C= 4.7 8.4 9.0 70.74 4.9 8.74 9.8 70.70 0 8 0 4. 8. 9. 9.9 0 9 4. 4..9, 4.0.9,. 4.9..4 C.0.9 C 7.80.9 Note: R. el RF9D.4g ee 0 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS..7 4..0.. 77 7 C.4..9 7 C 3 C c c C 3 C 3 3-{4-[3-cetoxy--(4-acetoxy-3-ethoxyphenyl)--(-ethoxy phenoxy)propoxy]phenyl}acrylc ac ethyl eter C C3 C C C C 4 C.7.9.79 78.84 8.3 0.9..7.. 9.0 9.9.0.8.7.8.3.3... 4 4 9 9.7. 3.8 79.9 8.73. 3.79. 7.8 7.8 9.93..3.0.99.0...03.73.77 94 94.3.70. 77.7 79.7.97.8.0.08.08 7.78 9....9..9.9.78.00.99 87 8 94 94 8 8 8 (chlorofor) Shft 4 3 3 C4.0.. 9..4.04. 0..9 0. 0.8 8.88 8.9. C= 4 C= 7.9 8.70 7.9 8.78.74 8. 3.7 3.7 3.77 C 70.74 70.9 9.98 4. 4...0 C..0 C3,.88 8.7 C, 7. 8.7 C 7.9.0 Note: R. el RFD.0 g Ioer of 8 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS..7..9 0 0.. 9 84 C.3..7 7 C 3 C c c C 3 C 3 3-{4-[3-cetoxy--(4-acetoxy-3-ethoxyphenyl)--(-ethoxy phenoxy)propoxy]phenyl}acrylc ac ethyl eter C C3 C C C C 4 C.9.9 3. 79.79 8..00..8.. 9.3 9..9.93..7.8.8..8. 9 3 99 99 0 0.4. 3.70 80.7 8.7. 3.8. 7. 7. 9....7.7....80.88.80 0 9 9 4 4..74. 78.99 79.9.77.70..0.0 7. 9..8..70.0.90.90...0 9 80 0 4 0 (chlorofor) Shft 4 3 3 C4.03 0.94. 9.0..8. 0.9 3.8 0.07 0.7 9.9 0.99. C= 4 C= 7.0 8.4 7.0 8.7.74 8. 4 C 3.7 C 70.0 70. 9.9 0 3.77 3.79 4.3 4..8,.9.7, 4.3 C 4.8...3.0 C, 7. 8.7 C 7.9.0 Note: Rch el RFD g Ioer of 8 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 87 3 C DMS.88.. 3.7 87 3. 80.3 8 08. 4.7 80 93 0.0.7 7 83 09.. 84 8. 87.0 9 9. 8. 90.07 78. 9.. 4.4 7 3. 8. 7.87 8 C 3 4 3.3.7.4.4 4.0.0 7 3 Conferyl alcohol 4-hyroxy-3-ethoxy cnnayl alcohol tran Shft 3.78 3.8 t. ' 4.8 t.,.. t.9,.. t.9,.7.84 7.04 8. 8.,.9.9 4 7.3 Note: lrch g Proton ata fro 0 Mz pectru n acetone..s.q. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 88 3 C DMS...84 70 C 3.87...04 9.9 74. 89.03..9.9.94 9.73 74.0 88.0 9 4..73.73 9.99 7.80 70.87 84. 9 3 C 3 C 3 C 3 4 4 3 03.79 03.79 09. 8...7..0..09.09 0. 0. 0.8 8. 9..80..8... 9 9 04.0 04.0 09.. 7. 3.93...73.. 3 3 3 73 73 threo 3 0.99 8.. -(4-yroxy-3,-ethoxyphenyl)--[4-(-hyroxyethyl)-- ethoxyphenoxy]propane-,3-ol Shft..4 3.87 3, 3.80 4.0 3.9,.77 Note: S Ralph SRIII- g Sall aount of 4 c preent. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 89 3 C DMS...84 C 3 C 3...3.3 0. 70. 74. 88.97 94 94 3.0.0.7.7.4 9.98 74. 89.9 9 9 4.80.80.80.80 0. 8.09 7.4 87. C 3 C 3 C 3 0. 0. 04.04 04.04.99.0 7 7 70 70 03.4 03.4 0. 0..0.4 87 87 7 7 0. 0. 04.4 04.4 3.97. 7 4 4..94 3...0.9 7 7 threo 3 3.0.0.88.88.. 3.8 3.8...4.4 -(4-yroxy-3,-ethoxyphenyl)--[4-(-hyroxyethyl)-,-etho xyphenoxy]propane-,3-ol Shft..4 3, 3, 3.80 3.89 4.8 4.97 7.3,.9,,.77.7 3.3 4. 4. 4..9 Note: S Ralph SRIII- g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 90 3 C DMS.88.. 7...4.4.7.7 C 3 C 3 C 3.0 74. 89. 03.8 03.8..8.7.7 4 4 0 3.89 73.97 88.9 0. 0. 3. 9..9. 74 74 4 0.0 70.88 84.03 04.07 04.07...8.90 8 9 9 4.7.7 9.7.07 3.89. 3 4 3.0.0.8. 7...0. 8.3.3.8. 7 7 Syrngylglycerol--guaacyl ether threo -(4-yroxy-3,-ethoxyphenyl)--(-ethoxyphenoxy) propane-,3-ol Shft 3.8 3, 3.79 4.88.0, 3.7 4. 4. 3.7,.8 Note: S. Ralph SRIII- g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS.07.7 8.8 88 C 3...4 9.7 73.8 8.97 03.70 03.70.8.8.73 9.0 73.4 84.4 0. 0. 94 94 8 4 4.8.8 0.0 7.7 7.09 83.0 04. 04. 73 8 8 C 3 C 3 3 4...84.84.90.. 4 4 84 84.4.4....00. 90 90 4...3.3.3.3. 8 8 3.07.07.... 7 7 4 7. 9 8.98 8 7.9 -(4-yroxy-3,-ethoxyphenyl)--[4-(-hyroxy ethyl)phenoxy]propane-,3-ol Shft..4 3, 3.79,.77, 7. 8. Note: S. Ralph SRIII- g contan 4-C purty. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS.4 4..04 C 3 c C 3 C 3 4.73.. 3. 84.4 0.84 0.84. 7.8....8 4 87 87 0.07.0.0 3.88 84.0 0.0 0.0 3.7.84.7..93.3 8 8 4 3 7 8.... 8.9 0. 0..4 4.73..7..99 0 8 8 4 3 3.7 0....7 0.90 3.9 3.9.73.3.7.7 77 77 c C= 8.0 8.0 7 7.8 9.7 9.70 9.8 -(4-acetoxy-3,-ethoxyphenyl)-3-hyroxy--(-ethoxy phenoxy)propan--one (chlorofor) Shft. 3, 3.8 3.83 4.09. t.., 7. Note: S. Ralph SRIII- g * + 4 wtch aroun n CDCl3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 93 3 C DMS 3.70.70 90 90.. 89 89.8.8 8 8.84..9.4.4...88.88...7... 9 9 9.0.0.94 3 4.3.3.3 9 9.0.0. 98 98 4.7.7.93 99 99 4 0.9.99 4 0.. 9. 9 4. Phenyl benzoate enzoc ac phenyl eter (chlorofor) Shft, 8. 8.3 Note: lrch 0g l change poton n DMS FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 94 3 C DMS C3 4. 4.3 4. 3 C.3 0.84 0.04 C 3 3...9.9.. 9 9.3 3.94 3.94 90 90.9.. 0 90 90. 3. 3. 4 0.74..93 7. 7. 0. Ethyl 4-hyroxybenzoate ethyl 4-hyroxybenzoate (chlorofor) Shft C3. t 7. C 4. q 7. 3,.9 8.8, 7.9 8.8 Note: lrch 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS 3. 4 3..0.. 7 7.98.98.0.0 88 88 3.7.. 4.93.. 9 9.08.. 4..90..8.90.7. 3.08 4.87 8 tran Cnnayl alcohol (E)-3-phenyl--propen--ol(E)-cnnayl alcohol (chlorofor) Shft 4..,.. t.9,..4 t.9,. Note: Fluka 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS.... 9 9.9.9 4...0 3.04.04 9 9.8.8.0.0 9 9 3. 4 3.78 3.3.9.9.07. 3.9 3.00 93.4 93.9 94.9 Cnnaalehye (E)-3-phenyl--propenal(E)-cnnaalehye tran (chlorofor) Shft.9.0, 7.7 7.0.0 9.8 7.7 Note: Fluka 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 97 3 C DMS c c C 3 c c C 3 C 3 C 3..70.04..08.88...98 7.0 74. 80. 04.09 04.09 0.4 8. 8. 0 8...93..... 3.8 7. 7.4 80.8 04.93 04.93.7 8.7 9.8 9 4 8 8.04..3.93.87..9.9. 7. 74.4 79.08 03.9 03.9 0. 7.03 8.0 8 7 0 7 4 threo 4 4 3.83.7.7.3 0.8 8...7.. 0.78.9.00.99.8 -(4-acetoxy-3,-ethoxyphenyl)-,3-acetoxy--[4- (-acetoxyethyl)--ethoxyphenoxy] 3.7.7 3 3 3.4 3.4.. 7 7 (chlorofor) Shft 4 c C= c C= c C= c C= 8. 9. 70. 70. 8 8. 9.9 70.7 70. 9 7 9 7.88 9. 9. 9.9.00.0.07... 3, 3.83 3.8 4.07 4..8,.7.8, 4. 4.0.8.08 q..,.7 Note: S. Ralph SRIII- g ca 90% threo * FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 98 3 C DMS c c C 3 c C 3..7.0...0.0.. 3 3 9 9..3.9.4..... 3 4 9 9.0...9.0.78.78.98.98 7 9 9 C 3 c C 3 C 3 3.3 7. 7. 80.4 03.4 03.4 04.8 04.8 8 3 4.8 7.8 7. 8. 03.9 03.9 04.78 04.78 7 7 3. 7.7 7.73 80. 0.8 0.8 03.7 03.7 8 threo -(4-acetoxy-3,-ethoxyphenyl)-,3-acetoxy--[4- (-acetoxyethyl)-,-ethoxyphenoxy]propane 4 4 3 3.4..9.7.98.98.87.87 4...9.8.94.94 3.9 3.9 9 7.7....... (chlorofor) Shft 4 c C= c C= c C= c C= 8. 9.70 70. 70.0 9 9 8. 9.80 70. 70. 9 7.93 9. 9. 9.9.0.07.08... 3.78 3.80 3.94 4. 4.4.79. q.8, 7.3.8, 4...,,..70 Note: S. Ralph SRIII- 3g * FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 99 3 C DMS..7.0...94.0.. 8 0 c c C 3 c C 3 C 3 b 4 4 3.77.. 3.08 74.77 80. 04.08 04.08. 8..98..79.80.9 0.7 4 4 0 3... 3.0 7.7 80.4 04.93 04.93 3.7 9.04..8..8.0.7 3 8 8 0 7..97.97. 74.8 79.00 03.9 03.9.9 7.3.3..8.99.4 0.0 9 4 4 3 4 threo -(4-acetoxy-3,-ethoxyphenyl)-,3-acetoxy--(-ethoxy phenoxy)propane 3 4 c C= c C= c C=.. 8. 9.8 70. 0 0 9 3.4 3.4 8.4 9.97 70. 4 4 7 9.. 7.89 9. 9.94 74 74 Shft.97.0. 3, 3.80 3.8 4.04 4. 4.79.08.9,..9, 4..,.8.97.99 7.04.87 8., 8.,.3 8.,.0 8.0,.3 8.0, 8.,.0 Note: S. Ralph SRIII- g ca 80% threo *Checal hft agnent for overlappng pattern, an,, an were ae wth the atance of econvoluton pectra obtane w th MacNut, corn NMR Inc. ll pattern were coplex ultplet (non- t orer) an eterne fro ulaton fle FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS c c C 3 c C 3 c C 3 3..8.03..0...7 7.8 74. 78.7 04.09 04.09...7.7 7 7 0 0 88 88..0.89...8.8 3.3 7.9 7. 79. 0.0 0.0 7. 7... 89 89 89 89.04...9.7.0.0. 7. 74. 77.0 04.00 04.00.00.00.. 9 9 7 0 84 84 78 78 4.9.. 3.80.98. 4.83..8 9 threo -(4-acetoxy-3,-ethoxyphenyl)-,3-acetoxy--[4- (-acetoxyethyl)phenoxy] propane 3 4.. 8.0 9 3. 3. 9. 8.7.7 7.8 7 7 (chlorofor) Shft 4 c C= c C= c C= c C= 8. 9.9 70. 70. 8. 70.0 70.9 70.8 3 7.8 9. 9. 9.94 4 3.99.0.0... 3, 3.80 4.0 4. 4.9.83.03 q.8,..8,-..3, 3,,.3.89 7. 7.8 7.8 Note: S. Ralph SRIII- g CDCl3 pectru poor * FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 0 3 C DMS.8.94 8.. 97.. 84 0.7 7.78 87.0 7 7 7.8 73.8 8.7 8 8 0.04 7.0 83.7 9 7 08.8.9 4.3 7 7 84. 3.0. 94 8 90..0 4. 9 C 3 9.07.7.9 73 7 90 9.70..8 90 94.8 9.. 9 78 C 3.00 80..89 9 3.9.. 9 4 3 4 3.09.4.89...93.04.9..8.00.8 78 7 Guaacylglycerol--guaacyl ether erythro -(4-hyroxy-3-ethoxyphenyl)--(-ethoxyphenoxy)propan-,3-ol (chlorofor) Shft 3.83 3.84 4.9 4. 4.8 Note:. Ralph R 78.3 g. Ralph olzforchung (988) p3- FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 0 3 C DMS.9.97 9..3 9..3 97.0 74.00 89. 7 80 7.90 73.93 88.8 7 84 84 0.0 70.90 84. 9 9 09..8 4. 8 88 88.4 3.. 9 8 78 0.9.0 4.7 C 3..98.9 88 7 94.0.7.9 90 88 80.79 8.9.0 7 C 3. 8. 88.9 9 3..8.8 7 4 3 4 3.9.8.3..8.00.70.80 3..89.. 79 9 9 Guaacylglycerol--guaacyl ether threo -(4-hyroxy-3-ethoxyphenyl)--(-ethoxyphenoxy)propane-,3-o l (chlorofor) Shft 3.8 3.90 4.9 4.0 8.0 Note:. Ralph RGV.X g. Ralph olzforchung (988) p.3- FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 03 3 C DMS.. 4. 83. 8.3 84. 88.0. 97.88 C 3. 97. 97. 77.94 88. 93. 83.80 9.77.0 84.9.93. c C 3 4 3.87.4.80.. 0.9 4 c C= 8. 8.4 8. 9.9 9.89 9.88 cetylate acetovanllone 4-acetoxy-3-ethoxyacetophenone (chlorofor) Shft.9. 3.88 7.9.9 7. 8. 7.4 8.,.9 Note: IPC g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 04 3 C DMS.84.88.88 7.03.. 97 94... 7 8 C 3 C 3 C 3.04 73.77 88.8 0.0.07. 9....93. 4 9 7.70 73.4 87.9.89. 3..03 9..83..0 0 74 7 74 3 7 0.0 70.77 84. 0.7.3..84 8...9. 8 3 4 4 3 3..83.04.07 0.9.7.9. 0.7.98..7 threo Veratrylglycerol--guaacyl ether -(3,4-Dethoxyphenyl)--(-ethoxyphenoxy)propane-,3-ol (chlorofor) Shft 3.8 3.83 3.84 4.9.0 4. Note: LL Lanucc 7g Shft reporte are for threo oernor oer of th xture. ee 0 alo FPL/DFRC NMR Databae -- Noveber 04

0 Copoun Nuber C 3 C 3 C 3 LL Lanucc g alpha proton 4. n acetone Note: FPL/DFRC NMR Databae -- Noveber 04 Veratrylglycerol--guaacyl ether -(3,4-Dethoxyphenyl)--(-ethoxyphenoxy)-propane-,3-ol 3 C 73 0 0 0 3 0 0.87.9.9 0.8 7.7 87.0 09.4.08. 8..8.8.0.70.9..0..07...79 73.7 8.8.97. 3..0 9.4.8..0.03.3 0.04.9 87 87 9 74 80 84 84 8 87 87 3 3 3 3...4 0.03 7.4 83..03.4..9 9.8..9.79.7.99.0.7 9 97 9 7 7 7 7 7 7 8 7 9 7 3 DMS 4 4 3 3 Shft 3.8 3.8 3.8 4.99 4.7 3.9 3.9.90.99 3.7 3.77 3.8 4.9 4. 3.7 3.8 7..8 4.8. 8. acetone (chlorofor) erythro

0 Copoun Nuber C 3 C 3 S. Ralph g Note: FPL/DFRC NMR Databae -- Noveber 04 Erone 3-yroxy--(4-hyroxy-3-ethoxyphenyl)--(-ethoxy phenoxy)-propan--one 3 C 9 7 88 87 89 87 79 9 88 88 9.8.0 3.70 83.94 0.88. 4. 7..8...8.9.9 0.. 94.9.. 4. 83.9. 3..0.70.7.94..7.. 0.8.7 9.4 97 4 8 73 8 8 8 88 8 8 4 4..0. 8..7.7 4. 4.98....79.94..3. 94.9 9 0 7 0 4 4 8 0 DMS 4 3 3 4 Shft 3.83 3.87 4.08. t.. (chlorofor)

Copoun Nuber 07 3 C DMS.. 3.00 7.09 7 4 70.98 7.74 74.90 7 90 8 9. 70.09 73. 8 93 C C 3 3 3 4 77. 78.0 0.70.8.4.77..00. 84 88 79 88 87 87 0 7. 7.8 0.. 4.90.0.7.80. 89 8 8 8 8 79 79 7 7 Vanllyl--D-Glucoe -(4-yroxy-3-ethoxybenzyloxy)--hyroxyethyl tetrahyropyran-3,4,-trol Not run Shft Note: M.Mozuch 88/7/ g not oluble n CDCl3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 08 3 C DMS. 8. 98. 9.90. 9. 80 7.79 9. 7 80.03 9. 84..0 8..9 4 4..77 c C 3 3.79.7 89..09 80 4 c C= 7.70 4 7.0 78 8.78 8. cetylate ferulc ac 4-acetoxy-3-ethoxycnnac ac (chlorofor) Shft. 3.88 7.04.9.4.9 Note: R. el RF 83F 0g not uluble n CDCL3 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 09 3 C DMS. 8. 7. 8 C 3 c.9..7 4. 94. 9 3.7 8 7.9 8.0 8 93 7.8 8. 79 9 7. 84.4 78 80 09.9 87. 8 0. 78 7.9 88 8.3 84 7.78 7.74 77. 83.0 83 c C 3 4 3.3... 4.80...4 0.70 7 c C= 8.99 8.98 8. 8 Pnorenol acetate cetc ac 4-[4-(4-acetoxy-3-ethoxyphenyl) tetrahyrofuro[3,4-c]fur an--yl]--ethoxyphenyl eter (chlorofor) Shft. 3.83 3.08 3.9 9.0, 3. 4. 9.0,.8 4.78 3.9.88 8.,.4.99 7.00 Note:. Pew th copoun ha a plane of yetry The hft for the other half are entcal. FPL/DFRC NMR Databae -- Noveber 04

0 Copoun Nuber C 3 C 3 C 3 LL Lanucc g Note: FPL/DFRC NMR Databae -- Noveber 04 Veratrone -(3,4-Dethoxyphenyl)-3-hyroxy--(-ethoxyphenoxy) propan--one 3 C 94 77 89 8 83 89 74 8 94 77.8.97.0 3.73 84.3 0.7.04. 7.9.7..3.0.97. 0. 3.9 9.04.0.0. 4. 83.88.3. 3.74.9.9.04... 0.07.0 4.89 9.9 9 9 7 7 9...70. 8. 0.7 0.87.8 4.8....88.88.0.4 3. 9.4 84 87 8 7 8 7 7 7 74 74 8 DMS 4 3 3 4 Shft 3.84 3.90 3.93 4.08. 7. 7.7 t..0 8.4,.0 (chlorofor)

Copoun Nuber 3 C DMS 8. 9 8. 8 8. 94. 73. 8. 8.77.0.4 C 3 09.9 77 0.4 89 09.73 9 8. 9 8.90 97 7.99. 8.3 97.8 9.0 8. 94.80 79 C 3. 87 3. 94. 9 c.0 4.70. 7 4..88. 3.0 3. 0.8 c C= 9.04 8.9 8. acetylate oeugenol -(3-ethoxy-4-acetoxyphenyl)--propene (chlorofor) Shft.8.,.4. 3.8.7 q.7,...7,.4 Note:. Ralph RPS. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS 8. 8 8. 88 8.0 98.8.3.0 08.0 8 09.4 83 09.4 87 C 3 4. 9. 89.4 9 9. 98 9.89 8.78 9. 8.97 89.98 9..93. C 3.78 9 3.8 8.87 88 4.79..80 7 3...4 Ioeugenol -(3-ethoxy-4-hyroxyphenyl)--propene (chlorofor) Shft.83..,. 3.84.0 q.7,...7,. Note: lrch 0g contan an purty FPL/DFRC NMR Databae -- Noveber 04

3 Copoun Nuber C 3 lrch 0g Note: FPL/DFRC NMR Databae -- Noveber 04 Eugenol 4-llyl--ethoxyphenol 3 C 84 94 98 8 9 7.88.8.7 4.3..9 3.90.83.93....83.3...07.0.8.3 90 8 7 93 8 8.08..8.....3.7. 99 8 8 7 8 3 0 DMS 4 3 Shft 3. 3.84.04.94.83 t.. 8. (chlorofor)

Copoun Nuber 4 3 C DMS.3.73 3.3.. 97 97.8.8 99 99.89.89 0. 0. 0.83 0.83 0.83 0.83 83 83... 3.0 3.3 9.3 4.0.9.8 C 3 C 3 3.0.03.03.9.0.0.98.93.93 4 4 4-llyl-,-ethoxyphenol (chlorofor) Shft 3..7 3.8,..04.94 t.8, 0.,.7 Note: lrch 0g Extraneou peak aroun 0 an 9 FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.4 7. 73. 9.08...8 89.08.7 8.7 89 3. 87.8 7. 7.03 79.87 8..0 9. 7.. 9. 8 C 3.03 78. 9. 8 c 4.0..3 3.98.7. 3 0.89.0 0. c C= 9. 8.9 8. acetylate eugenol -(3-ethoxy-4-acetoxyphenyl)--propene (chlorofor) Shft. 3..7 3.80.07.9 t.8, 0.,.7.7.77.94 7.9 Note:. Ralph RC9. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS...09.4 4.0.89.07.07.. 94 94.80.80 97 97 0. 0. 88 88 0.93 0.93 0.0 0.0 88 88...97 4.99 8.0. C 3 c C 3.90.....3 3.97.97 3.0 3.0.8.8 7 7 c C= 8.8 3 8. 8.0 -(3,-ethoxy-4-acetoxyphenyl)--propene (chlorofor) Shft.3 3..7 3.79,..09.9 t.8, 0.,.7 Note:. Ralph RPS. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 7 3 C DMS 4.. 3.9 C 3.4.4.9.9.9.9 7.83 7. 7 70.99 4 C 3 8.08 0.78 0.78 79 79 8.8 04. 04. 4 8. 03.9 03.9 4 78 78 C 3 4.3... 7 3..8 3.9.9 0 0.9.9.8.8 9 9 C 3 Syrngylrenol (chlorofor) Shft 4. 3.90 4. 4.73 4.3,.8 Note: IPC - Pearl 4g th copoun ha a plane of yetry The hft for the other half are entcal. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 8 3 C DMS.7 0.0. 88 4 3 9.0 73. 7.7 7.9.00 8 8 7 70 C C 3 4 3 09.84. 8.89.3.87.9.89.94 8 3 79 70 70 7 70 Confern 4-(3-hyroxy--propenyl)--ethoxyphenyl-D-glucopyranoe (DMS) Shft 3.78, 4.0.. t.03.9,.0.9 7.0 7.0.89 4.89.8 8.4 8.4,.8 7.3,3,4, 3.-3.8 nr 3. 3.7 4.4 t.7 4.83 t. Note: IPC - Pearl 3g only oluble n DMS Teraha, Ralph, Lanucc olzforchung 0(99)p. - FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 9 3 C DMS.. 0.8. C 3 C C 3 4 3 4 9.8 74.09 7. 77.08 0. 04. 04...0..80 3.0.0 77 77 Syrngn 4-(3-hyroxy--propenyl)-,-ethoxy- -D-glucopyranoe (DMS) Shft 3.77 4..3. t.0.9,4.7.9,.73 4.9 4.8,3,4, 3.8-3.04 nr 3.4 3.9 4. t.4 4.8 t. Note: IPC - Pearl 0g only oluble n DMS Teraha, Ralph, Lanucc olzforchung 0(99)p. - FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS c.0.0.0..9..9.9.9.78 0....4. 7 77 9.07 7. 0.90 77.97 4.93.9.. 4. 7 c C c c c C 3 4 3 8. 7. 7.0 7..7 0.8 9.7 9.93 9. 7.9 7. 73..79. 9.77. 4 8. 70.77 70.8 7.9 98.7 0. 8.0 9. 4.83.8.0 8.0.3.4 4 Confern acetate 4-(3-hyroxy--propenyl)--ethoxy pheny-l -D-glycopyranoe pentaacetate (chlorofor) Shft 4 3 c C= c C= c C= c C= c C=.8.09 0.9 9. 9. 70. 70. 70.7.8.9. 9.8 9.9 70. 70.8 70.9.7..9 8.9 9. 9. 9.90 70.07 0 8 0 8.03.03.07.07.09 3.80 4.70.4. t.8,.3.9.8.89 b 8..94 b 7.07 8. Note: S. Ralph III-8 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS c.0.8.8.8.9....7.77.....4 7 7 7 4.. 89 89.9.9 97 97.3.3 C 3 C c c c c C 3 4 3. 4.84 8. 7.99 7.08 73. 0. 04.09 04.09 4 7 7.9.4 9. 7. 7.8 73. 0.9 0.0 0.0 89 89.8 4.9 8. 70.73 7.4 7.4. 04.09 04.09 3 3 3 3...74. 3.0.79 Syrngn acetate 4-(3-hyroxy--propenyl)-,-ethoxy phenyl--d-glucopyrano e penta acetate 4 3.8. 3.07 3.07 3 3.. 4.0 4.0 4 9 4 4.79.87.8.8 8 8 (chlorofor) Shft.03.03.03.03.09 c C= c C= c C= c C= c C= 9. 9.4 70.3 70. 70.7 9.9 9.94 70. 70. 70.4 7 8.94 9. 9. 9.8 70.04 3 3.84 4.7..7 t.4.8,.4.8,. Note: S. Ralph III - 8 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS c c c c 4 4 3 3..4.0.0...74.79 0..7 8. 8.7 9. 9. 9.3 70.97 89. 9.0 83 83 88 88 4 3 3 4 3......... 3.4 9.09 9. 9.87 70. 70. 7.4 89.7 9.7 9 7 70 70 7 4 9 3 7 4........ 0.0.0 7.99 8.0 8.83 8.93 9. 70. 88.0 9. 4 8 4 4 4 + Xyloe cetate c C= c C= c C= c C= c C= c C= c C= c C= 8.9 8.9 9. 9. 9.8 9.8 9.7 70.0 8 3 9. 9.3 9. 70.0 70.0 70.9 70. 70. 7 7 7 8.78 9.0 9.0 9. 9.4 9. 9.4 9.8 9 (chlorofor) Shft.0.0.0.0.0.0..7 Note: S. Ralph III - 8 0g xture of + FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS...07 C 3 c.... 98 98.90.90 4. 4.4 8 3.7 4 C 3 7. 8.8 7.7 8. 4 7. 84.93 C 3 0. 0..0 8 8 03. 03..9 8 0. 0..04 3 3 9 c C 3 4 3.3.. 0 0 4.4 3. 3. 3.03.0.0 3 8 8 c C= 8.7 8.9 8.0 Syrngylrenol acetate cetc ac 4-[4-(4-acetoxy-3,-ethoxyphenyl) tetrahyrofuro[3,4-c] furan--yl]-,-ethoxyphenyl eter (chlorofor) Shft. 3.09 3.83 3.9 4.3 9., 3.3 9.,.7 4.77 4.,.9 Note: S. Ralph III - 8 g th copoun ha a plane of yetry The hft for the other half are entcal. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.93. 97. 3. 3.98 87 89 4.99. 89 4. 4.78 80 7.0.7 87 80.8. 97.77.78 9 8.79.80.09 7.97. 89 4.90 70 C 3 3. 7.0 3.7 4.0.04.90 4 7. 7.8 3 7.4 c - Ferulc c (Z)-4-hyroxy-3-ethoxycnnac ac c (ethanol) Shft 3.8.77.9.80.9.7 7.09 7.70 8.0 8.,.0.0 Note:. bt g 7 a 3C n 4-Me. Dept wa run & arke on 7 not ave. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber R C. g Note: FPL/DFRC NMR Databae -- Noveber 04 -(4-hyroxyphenyl)--phenoxyethanol 3 C 93 93 98 98 98 98 7.3 73. 4.73 4.73....80.80.. 3.8.77 8.4 7. 74....7.7......3 7. 9.84 4 0 90 90 88 88 9 9 70. 73.07 4. 4. 4.74 4.74......3.4 8. 9 9 8 8 94 94 DMS 3 3 4 4 Shft.0 4.0 8.3, 3. (chlorofor)

Copoun Nuber 3 C DMS.90.97 87 87.. 9 9.. 7. 7 7.7 70 70.8 C 3 C 3 4 3 3 4 7.0 08.87. 4.. 9..3.8 3...8.0 0. 70 77 77 73 77 77 73 7..0 3.7..93 9.89.83..7.84..74.0 9 9 88 8 7 9 90 8 74. 0.7. 3.7 4.9 8.7.74.9.....0 7 0 -(4-hyroxy-3-ethoxyphenyl)--(-ethoxyphenoxy)ethanol (chlorofor) Shft 3.88 3.89.0 9.3, 3.0 3.93 0.0, 9.3 4. 0.0, 3.0 Note: R. g * 7.0 hft n CDCL3 fall uner olvent peak. FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.94 3.8.8.7..70 4 3.. 9 9.99.99.04.04 93 93...00.00 79 79.00.00.0 4.4 7.9 4 4.. 8. 7.90 74.8 0 73.8 Dhyrocouarc ac 3-(4-hyroxyphenyl)proponc ac (chlorofor) Shft.3 t 7.0.88 t 7.0 3,.77 8., 7.0 8. Note: IPC Pearl Coll. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS.0.9.73.9.80 3.8 3....80.. 8 8.4.....94.94.09.09 94 94.78.. 4.7 9 0. 4.70 c c C= 9.78 78.3 4 9. 74.8 3 7 9.4 73.0 acetylate hyrocouarc ac 3-(4-acetoxyphenyl)proponc ac (chlorofor) Shft..7 t 7.3.9 t 7.3,.99 8. 3, 7.9 8. Note: IPC Pearl Coll. 0g Contan unacetylate cp alo FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS..9.7 4 7. 9. 0 9. 3...9.9.. 98 98...07.07 9 9.. 3.8.04 9 3.89.80..88 4.0 3.4 7.80 3 c c C= 8.98 7.4 3 7.8 9. 4 7. 8.9 acetylate couarc ac (E)-4-acetoxycnnac ac tran (chlorofor) Shft.3.4.0 3, 7. 8., 7.7 8. 7.7.0 Note: IPC Pearl coll. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 C DMS 7. 4 7.77 7..78.3. C 3 c.7.7 70.94 0. 0. 84 84.8.8 7.98 07. 07. 98 98.. 7. 0. 0. 7 7.83.7 3.0 3 C 3 C 3 4 3..0.0 3.4.9.9 7 8 8 4.7.7.7 7 7 c C= 70. 3 70. 3 9.70 9. 9. 94.3 -acetoxy--(4-hyroxy-3,-ethoxyphenyl)propan--one (chlorofor) Shft.3 7.0. 3.94.9 q 7.0, 7. Note: IPC Pearl coll. 0g FPL/DFRC NMR Databae -- Noveber 04

Copoun Nuber 3 3 C DMS. 8..80 90 C 3 C 3 C 3.90.98.09 70.0 73.93 89.03 09. 09.4 4. 8.4.7. 3. 4.90 8 73 9 4 7 9..3.89 9.74 73.9 88.7 0.7.. 8.70 9.8.9.8.9 8 80 3 8 7 4 4 8 7 4.. 0.0 7.78 70.9 84.74 09.79 0.98 4.7. 7. 8.93.89. 7 87 8 4 4 3 4 3.7.7.78 0.99 4.83.04.3. 4 3 3.3.87.87.3 9 threo -(4-hyroxy-3-ethoxyphenyl)--[4-(-hyroxyethyl)-- ethoxyphenoxy]propane-,3-ol (chlorofor) Shft..4 3.84 3.8 4.8 4.9 q.4 7.7 7.03 8. Note: S. Ralph SRIII-- g erythro ata C D 0.8.9 0.0 7.8 73.8 7. 8.9 8.9 83.9.0.3. FPL/DFRC NMR Databae -- Noveber 04