7329-69-3

Basic information

• Product Name: Phenol, 4,4'-(1E)-1,2-ethenediylbis[2-methoxy-
• CAS NO: 7329-69-3
• Molecular Formula: C16H16O4
• Molecular Weight: 272.301
• Mol File: 7329-69-3.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Phenol, 4,4'-(1E)-1,2-ethenediylbis[2-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4,4'-(1E)-1,2-ethenediylbis[2-methoxy-(7329-69-3)
• EPA Substance Registry System: Phenol, 4,4'-(1E)-1,2-ethenediylbis[2-methoxy-(7329-69-3)

Safety Data

• Hazardous Substances Data: 7329-69-3(Hazardous Substances Data)

Upstream product

• 121-33-5 vanillin 
• 637-69-4 4-Methoxystyrene 
• 97-54-1 2-methoxy-4-propenylphenol 
• 104-46-1 anethole 
• 113931-97-8 4-<(tert-butyldimethylsilyl)oxy>-3-methoxybenzyl bromide 
• 97-53-0 4-allylguaiacol 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 1036738-38-1 2-((2-methoxy-4-vinylphenoxy)methyl)oxirane 
• 36014-34-3 3-(4-allyl-2-methoxyphenoxy)propylene 1,2-oxide 
• 4464-75-9 hydrovanilloin 
• 5932-68-3 (E)-2-methoxy-4-(1-propenyl)phenol 
• 7368-78-7 4-bromoguaiacol 
• 79-10-7 acrylic acid 
• 5447-38-1 2-(4-acetoxy-3-methoxyphenyl)acetic acid 

Downstream Products

• 40060-09-1 1,2-bis(4-(allyloxy)-3-methoxyphenyl)ethane 
• 69887-33-8 1,1'-bis(3-methoxy-4-benzyloxy)-(E)-stilbene 
• 4464-75-9 hydrovanilloin 
• 22675-90-7 (3.3'-dimethoxy-bibenzyldiyl-(4.4'))-diacetate 
• 18256-53-6 4,4’-dihydroxy-3,3’-dimethoxybibenzyl 
• 5623-44-9 4,4’-dihydroxy-3,3’-dimethoxybenzophenone 
• 5438-67-5 1,2-bis(4-hydroxy-3-methoxyphenyl)-1-ethanone 
• 54083-20-4 (E)-4-(3,4-dimethoxystyryl)-2-methoxyphenol 
• 18513-98-9 3,4,3',4'-Tetramethoxystilben 
• 7329-59-1 4,4'-diacetoxy-3,3'-dimethoxystilbene 

Relevant articles and documents

Structure-activity relationship studies of resveratrol and its analogues by the reaction kinetics of low density lipoprotein peroxidation

Resveratrol (3,5,4′-trans-trihydroxystibene) is a natural phytoalexin present in grapes and red wine, which possesses a variety of biological activities including antioxidative activity. To find more active antioxidants, with resveratrol as the lead compo

Synthesis of potential bisphenol A substitutes by isomerising metathesis of renewable raw materials

Isomerising metathesis is introduced as a sustainable method to produce dihydroxystilbene derivatives from eugenol, a clove oil ingredient, and cardanol from cashew nut shell liquid. Hydrogenation of the dihydroxystilbenes provided their di(hydroxyphenyl)ethane analogues. Initial studies to convert these monomers into polycarbonates and thiol-ene polymers support their potential to replace the petrol-derived bisphenol A (BPA). The estrogenic activity of the monomers derived from cardanol was found to be in the same range as that of BPA, a known endocrine disruptor. In contrast, eugenol-derived materials were found to be non-estrogenic, opening up new perspectives for bio-based food packaging materials.

Synthesis of bio-based epoxy monomers from natural allyl- and vinyl phenols and the estimation of their affinity to the estrogen receptor α by molecular docking

Diepoxydized diphenyls from eugenol, 4-vinyl guaiacol and 4-vinyl syringol (canolol) were synthesized as sustainable alternatives to the diglycidyl ether of bisphenol A (DGEBA). In the first step, glycidylated derivatives were produced by reaction with epichlorohydrin. Then, the dimerization of these derivatives was performed by cross metathesis (CM) reaction in the presence of the Grubbs II catalyst. From the CM reaction, a set of epoxy phenolic dimers was obtained in good yields with a high diastereoselectivity. Estimation by molecular docking calculations of the affinity of the synthesized products and their hydrolysed structures to the intranuclear estrogen receptor ERα showed that the epoxy forms presented a moderate affinity to the antagonistic conformation of the receptor (six to forty times lower than bisphenol A and in the same order of magnitude as DGEBA) and mostly no binding in the agonist conformation. The hydrolysed forms of the epoxy products, which are expected to be predominant in the human body cells, exhibited a relatively weak affinity to the ERα LBD in its both agonistic and antagonistic conformations.