5837-72-9

Basic information

• Product Name: FUMARALDEHYDIC ACID METHYL ESTER
• Synonyms: 3-(METHOXYCARBONYL)-2-PROPENAL;METHYL FUMARALDEHYDATE;FUMARALDEHYDIC ACID METHYL ESTER;FUMARALDEHYDIC ACID METHYL ESTER 95+%;3-(Methoxycarbonyl)-2-propenal Fumaraldehydic Acid Methyl Ester 3-(Methoxycarbonyl)acrylaldehyde;methyl (E)-4-oxobut-2-enoate;3-(METHOXYCARBONYL)ACRYLALDEHYDE
• CAS NO: 5837-72-9
• Molecular Formula: C₅H₆O₃
• Molecular Weight: 114.1
• Mol File: 5837-72-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 40 °C
• Boiling Point: 88 °C / 40mmHg
• Appearance: /
• Density: 1.081±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• CAS DataBase Reference: FUMARALDEHYDIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: FUMARALDEHYDIC ACID METHYL ESTER(5837-72-9)
• EPA Substance Registry System: FUMARALDEHYDIC ACID METHYL ESTER(5837-72-9)

Safety Data

• Hazardous Substances Data: 5837-72-9(Hazardous Substances Data)

Usage

General Description

Fumaraldehydic acid methyl ester, also known as methyl fumaraldehyde, is a chemical compound with the molecular formula C5H6O3. It is a colorless liquid with a fruity odor, and is commonly used as a flavoring agent in the food and beverage industry. It is also used in the production of perfumes and as a chemical intermediate in the synthesis of other organic compounds. Fumaraldehydic acid methyl ester is considered to be relatively stable and has low toxicity, but should still be handled with care and in accordance with proper safety protocols.

Upstream product

• 689-89-4 (2E,4E)-methylhexa-2,4-dienoate 
• 57314-32-6 methyl (Z)-4-oxobut-2-enoate 
• 32815-00-2 monofumaraldehyde dimethylacetal monomethylester 
• 623-43-8 crotonic acid methyl ester 
• 25414-22-6 2-methoxyfuran 
• 6932-46-3 (2Z,4E)-hexadienoic acid methyl ester 
• 53892-48-1 (2Z,4Z)-hexadienoic acid methyl ester 
• 166819-46-1 Methyl (Z)-4-hydroperoxy-4-methoxy-2-butenoate 
• 29576-13-4 methyl 4-hydroxy-2-butenoate 
• 4437-06-3 trans-β-formylacrylic acid 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 31004-27-0 3-chlorofuran-2(5H)-one 
• 623-43-8 methyl crotonate 

Downstream Products

• 5460-63-9 methyl (dl)-trans-chrysanthemate 
• 25090-19-1 methyl (2E,4E)-6-(4-methoxyphenyl)-2,4-hexadienoate 
• 2756-87-8 methyl hydrogen fumarate 
• 689-89-4 (2E,4E)-methylhexa-2,4-dienoate 
• 442160-10-3 (2E,5E)-(Ss)-methyl 4-hydroxy-5-(p-tolylsulfinyl)-2,5-tetradecadienoate 
• 447462-59-1 (R)-2-(4-dimethylamino-2-methylphenyl)-4-oxobutyric acid methyl ester 
• 447462-08-0 (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester 
• 447462-44-4 (R)-4-oxo-2-(4-dibenzylaminophenyl)-butyric acid methyl ester 
• 442160-12-5 (2E,5E)-(Ss,4S)-(+)-methyl 4-acetoxy-5-(p-tolylsulfinyl)-2,5-tetradecadienoate 
• 442160-11-4 (2E,5E)-(Ss,4R)-(+)-methyl 4-acetoxy-5-(p-tolylsulfinyl)-2,5-tetradecadienoate 
• 447462-12-6 4-(tert-butyl-dimethyl-silanyloxy)-2-(4-dimethylamino-2-methoxy-phenyl)-butyric acid methyl ester 
• 879900-55-7 Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-3-oxo-octa-4,6-dienyl ester 
• 447462-30-8 (R)-4-oxo-2-(4-dimethylamino-phenyl)-butyric acid methyl ester 
• 447462-51-3 (R)-4-oxo-2-(4-pyrrolidin-1-yl-phenyl)-butyric acid methyl ester 

Relevant articles and documents

Macrocyclisation of macrodiolide with dimethylaluminium methaneselenolate

Dimethylaluminium methaneselenolate (Me2AlSeMe, 1) acts as an acyl transfer agent for esterification. In cases of direct macrolactonisation (n = 10-12), this selenium-aluminium complex preferentially creates symmetric macrodiolides rather than macrolides. The factors determining macrodilactonisation were investigated and applied toward the total synthesis of norpyrenophorin, which result in a macrodilactonisation yield of 64 %. Dimethylaluminium methaneselenolate (Me2AlSeMe, 1) acts as an acyl transferagent for esterification. In cases of direct macrolactonisation (n = 10-12), this selenium-aluminium complex preferentiallycreates symmetric macrodiolides rather than macrolides. The factors determining macrodilactonisation were investigated and applied toward the total synthesis of nor-pyrenophorine. Copyright

Photochemical studies on ladderane formation from conjugated esters in solution or solid phase

This letter describes a combined photochemical and X-ray crystallographic study of routes for the synthesis of cyclobutane or ladderane structures by a [2+2]-cycloaddition pathway and leads to a clearer definition of the 3-D structural requirements for su

A new method for synthesis of allenes, including an optically active form, from aldehydes and alkenyl aryl sulfoxides by sulfoxide-metal exchange as the key reaction and an application to a total synthesis of male bean weevil sex attractant

The sulfoxide-metal exchange reaction of β-acetoxy sulfoxides or β-mesyloxy sulfoxides, which were derived from alkenyl aryl sulfoxides and aldehydes in two steps, with a Grignard reagent or alkyllithium at low temperature gave allenes in good yields. Optically active allenes were synthesized starting from optically active 2-substituted ethenyl p-tolyl sulfoxides. A synthesis of (-)-methyl (E)-2,4,5-tetradecatrienoate, a male bean weevil sex attractant, was realized by this method.