37791-78-9

Basic information

• Product Name: Phenol, 4-[3-(acetyloxy)-1-propenyl]-2-methoxy-, acetate, (E)-
• CAS NO: 37791-78-9
• Molecular Formula: C14H16O5
• Molecular Weight: 264.278
• Mol File: 37791-78-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Phenol, 4-[3-(acetyloxy)-1-propenyl]-2-methoxy-, acetate, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-[3-(acetyloxy)-1-propenyl]-2-methoxy-, acetate, (E)-(37791-78-9)
• EPA Substance Registry System: Phenol, 4-[3-(acetyloxy)-1-propenyl]-2-methoxy-, acetate, (E)-(37791-78-9)

Safety Data

• Hazardous Substances Data: 37791-78-9(Hazardous Substances Data)

Upstream product

• 69056-21-9 (Z)-4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenol 
• 108-24-7 acetic anhydride 
• 121-33-5 vanillin 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 2309-07-1 Methyl ferulate 
• 591-87-7 Allyl acetate 
• 46316-15-8 4-acetoxy-3-methoxyvinylbenzene 
• 458-35-5 coniferal alcohol 
• 75-36-5 acetyl chloride 
• 113349-27-2 3-(4-hydroxy-3-methoxy)-phenyl-2E-propenyl-1β-D-glucopyranoside 
• 5912-87-8 (E)-1-(4-acetoxy-3-methoxyphenyl)-1-propene 
• 93-28-7 eugenol acetate 
• 79440-81-6 coniferyl 9-acetate 
• 10534-59-5 tetrabutylammonium acetate 

Downstream Products

• 94930-81-1 (E)-3-(4-hydroxy-3-methoxyphenyl)allyl acetate 
• 458-35-5 coniferal alcohol 
• 4030-18-6 N-(acetyl)pyrrolidine 
• 79440-81-6 coniferyl 9-acetate 
• 104503-89-1 sodium-trans-3-(4-hydroxy-3-methoxyphenyl)-2-propene-1-sulphonate 
• 7382-62-9 sodium-1-(4-hydroxy-3-methoxyphenyl)-2-propene-1-sulphonate 

Relevant articles and documents

Spectral comparisons of coniferyl and cinnamyl alcohol epoxide derivatives with a purported cis-epoxyconiferyl alcohol isolate

The reported isolation of cis-epoxyconiferyl alcohol must be incorrect, based upon comparison of the reported Nuclear Magnetic Resonance (NMR) spectral data for the isolate with those for synthesized coniferyl and cinnamyl alcohol epoxide derivatives. Attempts to prepare cis- and trans-coniferyl alcohols were unsuccessful, although their acetate derivatives could be synthesized. The NMR spectral data for a synthetic sample of pinoresinol were in excellent agreement with those for the purported isolate. (C) 2000 Elsevier Science Ltd.

Synthesis and bioactivity of tripolinolate A from Tripolium vulgare and its analogs

A new coniferol derivative, named as tripolinolate A (1), and 11 known compounds (2-12) were isolated from whole plants of Tripolium vulgare Nees. The structure of this new compound was determined as 4-(2S-methylbutyryl)-9-acetyl-coniferol based on its NMR and HRESIMS spectral analyses. A simple and efficient method was designed to prepare tripolinolate A and its 19 analogs including nine new chemical entities for bioactive assay. Tripolinolate A and its analog 4,9-diacetyl-coniferol were found to be the two most active compounds that significantly inhibited the proliferation of different cancer cell lines with IC50 values ranging from 0.36 to 12.9 μM and induced apoptosis in tumor cells. Structure-activity relationship analysis suggested that the molecular size of acyl moieties at C-4 and C-9 position might have an effect on the activity of this type of coniferol derivatives.

DFRC Method for Lignin Analysis. 1. New Method for β-Aryl Ether Cleavage: Lignin Model Studies

A new method for selective and efficient cleavage of arylglycerol-β-aryl (β-O-4) ether linkages in lignins is described and applied to several lignin β-ether models. The term "DFRC" was coined for derivatization followed by reductive cleavage. Derivatization, accompanied by cell wall solubilization, is accomplished with acetyl bromide (AcBr); reductive cleavage of resulting β-bromo ethers utilizes zinc in acetic acid. Degradation monomers, 4-acetoxycinnamyl acetates, from β-ether cleavage by the DFRC method were identified by NMR, GC-MS, and comparison of GC retention times with authentic compounds. Under the conditions used in this study, the β-ether linkage of all models was cleaved in very high (>92%) yield. The DFRC method produces simpler mixtures of monomers with higher yields than alternative hydrolytic methods. Because of its relative simplicity, mild conditions, and exceptional selectivity, this method should become a powerful analytical method for lignin characterization.