281239

Diallyl carbonate

99%

• Synonym(s): bis(prop-2-enyl) carbonate
• Linear Formula: (H₂C=CHCH₂O)₂CO
• CAS Number: 15022-08-9
• Molecular Weight: 142.15
• EC Number: 239-106-9
• MDL number: MFCD00008645
• UNSPSC Code: 12162002
• PubChem Substance ID: 24856852
• NACRES: NA.23

Properties

• Assay: 99%
• form: liquid
• refractive index: n20/D 1.428 (lit.)
• bp: 95-97 °C/60 mmHg (lit.)
• density: 0.991 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: C=CCOC(=O)OCC=C
• InChI: 1S/C7H10O3/c1-3-5-9-7(8)10-6-4-2/h3-4H,1-2,5-6H2
• InChI key: JKJWYKGYGWOAHT-UHFFFAOYSA-N

Description

General description

Diallyl carbonate is an acrylating agent. Allyl carbonates are widely employed in Tsuji-Trost allylation, generating carbanion, boronate, phosphide, amide and alkoxide, nucleophiles in situ and improving reaction rates over allyl acetate. Allyl carbonates are also of considerable interest for the intramolecular decarboxylative assymetric couplings.

Application

Transesterification of diallyl carbonate with glycerol in the presence of a catalyst (Pd/PPh₃), generates glycerol carbonate.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Warning
• Hazard Statements: H226,H315,H319,H335
• Precautionary Statements: P210 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 138.2 °F - closed cup
• Flash Point(C): 59 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves