Dimethyl carbonate

• Catalog No.: A13104
• CAS Number: 616-38-6
• M. F.: C3H6O3
• M. W.: 90.07794
• Purity: 99%

SYNONYMS

• Title: 碳酸二甲酯
• IUPAC name: dimethyl carbonate
• IUPAC Traditional name: dimethyl carbonate
• Synonyms: Methyl carbonate; Carbonic acid dimethyl ester

DATABASE IDS

• Beilstein Number: 635821
• MDL Number: MFCD00008420
• CAS Number: 616-38-6
• Merck Index: 143241
• EC Number: 210-478-4

PROPERTIES

• Purity: 99%
• Boiling Point: 90°C
• Density: 1.070
• Flash Point: 16°C(61°F)
• Melting Point: ca 4°C
• Refractive Index: 1.3680
• Solubility: Insoluble in water. Miscible with alcohol, ether
• GHS Hazard statements: H225
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P241-P280-P303+P361+P353-P403+P235-P501A
• Risk Statements: 11
• RTECS: FG0450000
• Safety Statements: 9-16
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN1161
• Packing Group: II

REFERENCES

• Conversion of a ketone to its methoxycarbonyl derivative has been used to change the preferred site of chlorination to the less-substituted carbon atom: Synthesis, 188 (1987):
  
• Grignard reagents react in THF to give methyl esters, providing a high-yield, one-pot synthesis of carboxylic esters from alkyl or aryl halides: Synth. Commun., 20, 3273 (1990).
• Useful alkylating agent. Although less reactive, dimethyl carbonate has the advantage of much lower toxicity than the more usual sulfate or iodide. In the presence of K₂CO₃ and 18-crown-6, alcohols, phenols, thiols, imidazoles, etc. can be methylated: Synthesis, 382 (1986). For K₂CO₃ promoted alkylation of active methylene compounds at 180-220^o (pressure), see: Rec. Trav. Chim., 115, 256 (1996); Org. Synth., 76, 169 (1998). Other dialkyl carbonates behave similarly.
• For other reactions of dialkyl carbonates, see Diethyl carbonate, A12477.