5953-76-4

Basic information

• Product Name: ANGELIC ACID METHYL ESTER
• Synonyms: 2-methyl-,methylester,(Z)-2-Butenoicacid;2-METHYLISOCROTONIC ACID METHYL ESTER;ANGELIC ACID METHYL ESTER;METHYL ANGELATE;(Z)-2-METHYL-2-BUTENOIC ACID METHYL ESTER;methyl 2-methylisocrotonate;METHYL (Z)-2-METHYLBUT-2-ENOATE;Methyl (Z)-2-Methyl-2-butenoate
• CAS NO: 5953-76-4
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• EINECS: 227-718-9
• Mol File: 5953-76-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 130 °C
• Flash Point: 35 °C
• Appearance: /
• Density: 0,95 g/cm3
• Vapor Pressure: 13.4mmHg at 25°C
• Refractive Index: 1.4310-1.4340
• Storage Temp.: 0-10°C
• Solubility: soluble in Methanol
• CAS DataBase Reference: ANGELIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: ANGELIC ACID METHYL ESTER(5953-76-4)
• EPA Substance Registry System: ANGELIC ACID METHYL ESTER(5953-76-4)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: 3272
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 5953-76-4(Hazardous Substances Data)

Usage

Uses

Angelic Acid Methyl Ester is a reactant in the synthesis of natural (-)-Evoninic acid.

InChI:InChI=1/C6H10O2/c1-4-5(2)6(7)8-3/h4H,1-3H3/b5-4-

Upstream product

• 67-56-1 methanol 
• 5953-75-3 (Z)-2-methyl-2-buteneamide 
• 565-63-9 Angelic acid 
• 4111-08-4 2-hydroxy-2-methyl-butyronitrile 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 34293-67-9 methyl 3-(R)-hydroxy-2-(S)-methylbutanoate 
• 17649-87-5 3-methyl-4,4-bis(methylthio)but-3-en-2-one 
• 15081-13-7 3-methyl-4,4-bis-methylsulfanyl-but-3-en-2-ol 
• 74-88-4 methyl iodide 
• 6117-22-2 3-methyl-3-methoxycarbonyl-4,5-dihydro-1H-pyrazole 
• 102710-80-5 3-Methanesulfonyloxy-2-methyl-butyric acid methyl ester 

Downstream Products

• 137542-29-1 erythro-2-methyl-3-((phenylmethyl)thio)butanoic acid methyl ester 
• 137542-29-1 threo-2-methyl-3-((phenylmethyl)thio)butanoic acid methyl ester 
• 10496-15-8 dihexyl disulfide 
• 6622-76-0 methyl (E)-2-methyl-2-butenoate 
• 35660-94-7 (Z)-2-methyl-2-butenoyl chloride 
• 97672-26-9 R-(-)-menthol angelate 
• 609358-97-6 (R)-Benzylamino-((4S,5R)-2,2,4,5-tetramethyl-[1,3]dioxolan-4-yl)-acetonitrile 
• 609358-96-5 (4R,5R)-2,2,4,5-Tetramethyl-[1,3]dioxolane-4-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 5892-54-6 15-cis-8,8'-diapo-carotene-8,8'-dioic acid dimethyl ester 
• 5892-54-6 Crocetindimethylester 
• 69432-99-1 2,6-dimethyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-2t,4t,6t-trienoic acid 

Relevant articles and documents

A METHOD OF PRODUCING INGENOL-3-ANGELATE

The present invention relates to methods of producing ingenol-3-angelate (I) from ingenol (II). Formula (I) and (II). Furthermore, the invention relates to intermediates useful for the synthesis of ingenol-3-angelate (I) from ingenol (II) and to methods of producing said intermediates.

Regioselective Reaction of Singlet Oxygen with α,β-Unsaturated Esters

The reaction of singlet oxygen with α,β-unsaturated esters shows a general preference for hydrogen abstraction on the alkyl group geminal to the ester.