139459

Methyl crotonate

98%

• Linear Formula: CH₃CH=CHCOOCH₃
• CAS Number: 623-43-8
• Molecular Weight: 100.12
• Beilstein: 1720292
• EC Number: 210-793-7
• MDL number: MFCD00009287
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848413
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• form: liquid
• refractive index: n20/D 1.423 (lit.)
• bp: 118-120 °C (lit.)
• density: 0.944 g/mL at 25 °C (lit.)
• functional group: ester
• SMILES string: COC(=O)\C=C\C
• InChI: 1S/C5H8O2/c1-3-4-5(6)7-2/h3-4H,1-2H3/b4-3+
• InChI key: MCVVUJPXSBQTRZ-ONEGZZNKSA-N

Description

General description

Methyl crotonate undergoes vinylogous aldol reaction with enolizable aldehydes in the presence of aluminum tris(2,6-di-2-naphthylphenoxide).

Application

Methyl crotonate was used to investigate chemoselectivity in the reaction between methyl crotonate and benzylamine catalyzed by lipase B from Candida antarctica using solvent engineering. It was used as starting reagent during the total synthesis of phytotoxins solanapyrones D(1) and E(2).

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H319
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 30.2 °F - closed cup
• Flash Point(C): -1 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves