92356-67-7

Basic information

• Product Name: 2,4-Pentadienoic acid, 5-(3,4-dimethoxyphenyl)-, methyl ester, (2E,4E)-
• CAS NO: 92356-67-7
• Molecular Formula: C14H16O4
• Molecular Weight: 248.279
• Mol File: 92356-67-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,4-Pentadienoic acid, 5-(3,4-dimethoxyphenyl)-, methyl ester, (2E,4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentadienoic acid, 5-(3,4-dimethoxyphenyl)-, methyl ester, (2E,4E)-(92356-67-7)
• EPA Substance Registry System: 2,4-Pentadienoic acid, 5-(3,4-dimethoxyphenyl)-, methyl ester, (2E,4E)-(92356-67-7)

Safety Data

• Hazardous Substances Data: 92356-67-7(Hazardous Substances Data)

Upstream product

• 623-43-8 crotonic acid methyl ester 
• 67629-62-3 methyl 4-(diethylphosphono)crotonate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 152867-91-9 (E,E)-5-(3',4'-Dimethoxyphenyl)penta-2,4-dienoyl-chlorid 
• 66110-19-8 (2E,4E)-5-(3,4-dimethoxyphenyl)-1-(piperidin-1-yl)penta-2,4-diene-1-one 
• 28169-16-6 5-(3,4-dimethoxyphenyl)penta-(2E,4E)-dienoic acid 

Relevant articles and documents

An effective strategy to develop active cinnamic acid-directed antioxidants based on elongating the conjugated chains

To optimize antioxidant activity and lipophilicity of cinnamic acid derivatives (CAs) including ferulic acid, sinapic acid, 3,4-dimethoxycinnamic acid, and p-hydroxycinnamic acid, four analogs bearing an additional double bond between their aromatic ring and propenoic acid moiety were designed and synthesized based on the conjugated chain elongation strategy. The antioxidant performance of the CAs were investigated by 2,2′-diphenyl-1-picrylhydrazyl (DPPH)-scavenging, ferric reducing/antioxidant power, cyclic voltammetry, DNA strand breakage-inhibiting and anti-haemolysis activity assays. It was found that CAs with elongation of conjugated chains display increased DPPH --scavenging, DNA strand breakage-inhibiting and anti-haemolysis activities as compared to their parent molecules, due to their improved hydrogen atom-donating ability and lipophilicity. Overall, this work highlights an effective strategy to develop potential CA-directed antioxidants by elongating their conjugated chain.

Substituent Effects on Carbon-13 NMR Chemical Shifts of Side-chain Carbons in 5-Aryl-2E,4E-pentadienoic Acid Derivatives

The 13C NMR spectra of two series of 5-aryl-2E,4E-pentadienoic acid derivatives, viz. the methyl esters and piperidides have been determined.The chemical shifts of C-2 and C-4 show very good correlations with the Hammett ?+-constants for all the substituents investigated, except for the para-nitro group which is capable of excerting a strong -R effect.A possible explanation for this has been advanced.Hammett correlations between substituents and the chemical shifts of both C-3 and C-5 carbons using ?0 parameters are less satisfactory.A reverse chemical shift effect has been observed for these two centres.