7560-49-8

Basic information

• Product Name: 3,4,5-Trimethoxybenzeneacrylic acid methyl ester
• Synonyms: 3-(3,4,5-Trimethoxyphenyl)propenoic acid methyl ester;3,4,5-Trimethoxybenzeneacrylic acid methyl ester;Methyl 3-(3,4,5-triMethoxyphenyl)acrylate;KLXHCGFNNUQTEY-UHFFFAOYSA-N
• CAS NO: 7560-49-8
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.2631
• Mol File: 7560-49-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 370.6 °C at 760 mmHg
• Flash Point: 163.5 °C
• Appearance: /
• Density: 1.134 g/cm³
• Vapor Pressure: 1.09E-05mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: 3,4,5-Trimethoxybenzeneacrylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-Trimethoxybenzeneacrylic acid methyl ester(7560-49-8)
• EPA Substance Registry System: 3,4,5-Trimethoxybenzeneacrylic acid methyl ester(7560-49-8)

Safety Data

• Hazardous Substances Data: 7560-49-8(Hazardous Substances Data)

Usage

General Description

3,4,5-Trimethoxybenzaldehyde is a chemical compound having the formula C12H14O5. It is derived from acrylic acid and 3,4,5-trimethoxybenzaldehyde and is known for its use as an intermediate in the synthesis of other complex compounds in chemical and pharmaceutical industries. Mostly, it is an organic compound that comprises benzene, acrylic acid, and methyl ester functional groups. The presence of acrylic acid and methyl ester contributes to its unique chemical properties. Its characteristics like solubility, flammability, reactivity, and toxicity depends on these functional groups and the conditions under which it is stored or used.

InChI:InChI=1/C13H16O5/c1-15-10-7-9(5-6-12(14)17-3)8-11(16-2)13(10)18-4/h5-8H,1-4H3/b6-5+

Upstream product

• 853751-44-7 N-(3,4,5-trimethoxybenzylidene)methanesulfonamide 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 67-56-1 methanol 
• 10263-19-1 3',4',5'-trimethoxycinnamoyl chloride 
• 90-50-6 3,4,5-trimethoxycinnamic acid 
• 530-59-6 sinapinic acid 
• 74-88-4 methyl iodide 
• 14546-70-4 3-(3,4,5-trimethoxy-phenyl)-oxiranecarboxylic acid methyl ester 
• 6093-59-0 trans-3-(3,4,5-trihydroxyphenyl)-2-propenoic acid 
• 77-78-1 dimethyl sulfate 
• 4698-21-9 3-(3,4,5-trimethoxyphenyl)propiolic acid 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 186581-53-3 diazomethane 

Downstream Products

• 141396-27-2 dimethyl t-3,t-4-di-(3,4,5-trimethoxyphenyl)cyclobutane-r-1,c-2-dicarboxylate 
• 141341-76-6 dimethyl t-3,c-4-di-(3,4,5-trimethoxyphenyl)cyclobutane-r-1,t-2-dicarboxylate 
• 20329-99-1 (Z)3,4,5-trimethoxycinnamic acid 
• 1240483-67-3 3',4'-dihydro-4'-(3,4,5-trimethoxyphenyl)estra-1⁽¹⁰⁾,2,4-trieno[3,2-b]pyran-2',17'-dione 
• 1240483-66-2 3,4-dihydro-7-methoxy-4-(3,4,5-trimethoxyphenyl)-2H-naphtho[2,3-b]pyran-2-one 
• 1076208-07-5 1-phenyl-5-(3,4,5-trimethoxyphenyl)pyrazolidin-3-one 
• 1240483-65-1 3,4-dihydro-6,7-dimethoxy-4-(3,4,5-trimethoxyphenyl)coumarin 
• 1240483-57-1 8-(3,4,5-trimethoxyphenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]-chromen-6-one 
• 1013933-93-1 3,4-dihydro-5,7-dimethoxy-4-(3,4,5-trimethoxyphenyl)coumarin 
• 243666-37-7 (±)-7-methoxy-4-(3,4,5-trimethoxyphenyl)-3,4-dihydrocoumarin 
• 73276-13-8 2-(2-Hydroxy-4,5,5-trimethoxy-bicyclo[4.1.0]hept-3-en-2-yl)-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester 
• 79117-97-8 methyl α-(2-hydroxy-4-methoxy-5-oxobicyclo<4.1.0>hept-3-en-1-yl)-α-(β-(3,4,5-trimethoxyphenyl)ethyl)acetate 
• 79117-98-9 methyl 4-(3,4,5-trimethoxyphenyl)butanoate 
• 73307-44-5 7-amino-10-hydroxy-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one 

Relevant articles and documents

Synthesis of novel 1-phenyl-benzopyrrolizidin-3-one derivatives and evaluation of their cytoneuroprotective effects against NMDA-induced injury in PC12 cells

A range of novel 1-phenyl-benzopyrrolizidin-3-one derivatives were synthesized and evaluated for neuroprotective effects against N-methyl-?-aspartate (NMDA)-induced injury in PC12 cells. Interestingly, derivatives that 1-phenyl moiety bearing electron-donating group, especially benzyloxy, and the trans-forms exhibited better protective activity against NMDA-induced neurotoxicity. Compound 11 m demonstrated the best neuroprotective potency and shown a dose-dependent prevention. The increased intracellular calcium (Ca2+) influx caused by NMDA in PC12 cells was reversed in the case of compound 11 m pretreatment at 15 μM. These results suggested that the synthesized 1-phenyl-benzopyrrolizidin-3-one derivatives exerted neuroprotective effect on NMDA-induced excitotoxicity in PC12 cells associated with inhibition of Ca2+ overload and can be further optimized for the development of neuroprotective agents.

Biological activity of sinapic acid derivatives isolated from raphanus sativus

Radish sprout (Raphanus sativus) is a vegetable sprout that contains various sinapic acid derivatives. In this study, three sinapic acid derivatives 1-3 isolated from R. sativus, sinapic acid (4), and compounds 5-7, derived from the methylation of compoun

Stereoselective olefination of N-sulfonyl imines with stabilized phosphonium ylides for the synthesis of electron-deficient alkenes

An unprecedented protocol has been developed for thestereoselective synthesis of structurally diverse electron-deficient alkenes in moderate to excellent yields from readily accessible N-sulfonyl imines and stabilized phosphonium ylides. Significantly, the olefination reaction of N-sulfonylimines with nitrile-stabilized phosphonium ylides affords an array of α,β-unsaturated nitriles with high Z selectivity, and the reactions with ester-, amide-, and ketone-stabilized phosphonium ylides afford α,β-unsaturated esters, amides, and ketones with high E selectivity, respectively. Spectroscopic analysis of the reaction mixtures and trapping of the intermediates allow plausible mechanisms to be proposed. Initialimine/ylide addition leads to the formation of betaines that cyclize to form 1,2-azaphosphetanes that subsequently eliminate iminophosphoranes to yield alkenes. For the synthesis of electron-deficient 1,2-disubstituted alkenes, the presence of an electron-withdrawing group in the betaine allows rapid interconversion between its two diastereomers through proton transfer. The Z/E selectivity for alkene synthesis is determined by the different rates at which the two betaine diastereomers form the corresponding 1,2-azaphosphetane diastereomers. In contrast, the Z/E selectivity for the synthesis of electron-deficient trisubstituted alkenes originates from the diastereoselective addition of stabilized phosphonium ylides to N-sulfonyl imines.