136441

Dimethyl malonate

98%

• Synonym(s): Dimethyl propanedioate, Malonic acid dimethyl ester
• Linear Formula: CH₂(COOCH₃)₂
• CAS Number: 108-59-8
• Molecular Weight: 132.11
• Beilstein: 774261
• EC Number: 203-597-8
• MDL number: MFCD00008460
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848281
• NACRES: NA.22

Properties

• vapor density: >1 (vs air)
• Assay: 98%
• form: liquid
• refractive index: n20/D 1.413 (lit.)
• bp: 180-181 °C (lit.)
• mp: −62 °C (lit.)
• solubility: alcohol: miscible; diethyl ether: miscible; oil: miscible; water: slightly soluble
• density: 1.156 g/mL at 25 °C (lit.)
• functional group: ester
• SMILES string: COC(=O)CC(=O)OC
• InChI: 1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
• InChI key: BEPAFCGSDWSTEL-UHFFFAOYSA-N

Description

General description

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.

Application

Dimethyl malonate was used in gold catalyzed oxidative esterification of glycerol, 1,2-propanediol and 1,3-propanediol.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319
• Precautionary Statements: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 185.0 °F - closed cup
• Flash Point(C): 85 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves