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
• signalword: Warning
• hcodes: H226,H315,H319,H335
• pcodes: 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: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 138.2 °F - closed cup
• flash_point_c: 59 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter