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ChemicalBook CAS DataBase List Vinylene carbonate
872-36-6

Vinylene carbonate synthesis

7synthesis methods
Vinylene carbonate is produced by the known method by eliminating hydrogen chloride from chloroethylene glycol carbonate by means of tertiary amines, in particular triethylamine. Chloroethylene glycol carbonate is obtained by free radical chlorination of ethylene glycol carbonate by means of chlorine or sulphuryl chloride. This synthesis was published for the first time in 1953 by Newman and Addor (JACS, 1953, page 1263; JACS 1955, page 3789).
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Yield:872-36-6 320 g

Reaction Conditions:

with potassium iodide in water at 40 - 92; for 12 h;Inert atmosphere;Reagent/catalyst;Temperature;

Steps:

1-2; 4; 1-2 Example 4 Preparation of vinylene carbonate

Under the protection of nitrogen, add 700 g of sodium carbonate and 3000 ml of deionized water to a 5000ml four-necked flask (with condenser), stir and raise the temperature to 40°C for complete dissolution, and then add 1000 g of 1,2-dibromoethylene.0.8 grams of potassium iodide,Polyethylene glycol 600 2 grams, continue to heat up to 92°C, keep the temperature for 12 hours, and cool down to room temperature. 500ml of chloroform was added to the reaction solution for extraction twice, the combined organic phase was dried by molecular sieve, filtered, and the solvent was removed by distillation under reduced pressure to obtain 444 grams of crude vinylene carbonate with a purity of 92.4% and a yield of 88.6%.Further, through high vacuum vacuum distillation (3mmHg) and crystallization (12-22°C), 320 grams of high-purity vinylene carbonate with a purity of 99.998% are obtained.

References:

CN111393403,2020,A Location in patent:Paragraph 0030-0033; 0036-0042

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