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Ethyl Orthocarbonate [Orthocarbonic acid, tetrahethyl ester]

Roberts, John D. and McMahon, Robert E. and Johnson, William S. and Loeb, William E. (1952) Ethyl Orthocarbonate [Orthocarbonic acid, tetrahethyl ester]. Organic Syntheses, 32 . p. 68. ISSN 2333-3553. doi:10.15227/orgsyn.032.0068.

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A solution of sodium ethoxide is prepared under nitrogen from 70 g. (3.04 g. atoms) of sodium and 2 l. of absolute ethanol (Note 1) in a 3-l. three-necked flask which is equipped with mechanical stirrer, efficient reflux condenser, dropping funnel, and a thermometer which dips below the level of the liquid in the flask. Chloropicrin (100 g., 0.61 mole) (Note 2) is placed in the dropping funnel, and the stirred solution is heated to 58–60° with a water bath. The chloropicrin is added at a rate of 30–35 drops per minute until the reaction becomes self-sustaining (about 20 minutes), at which point the water bath is removed and the balance of the chloropicrin is added at a rate sufficient to maintain the temperature at 58–60° (Note 3). When the addition, which requires nearly 2 hours, is complete, the stirrer is stopped and the mixture is allowed to stand overnight.

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Additional Information:© 1952 Organic Syntheses, Inc. The statements above do not supersede any specific hazard caution notes and safety instructions included in the procedure.
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ID Code:61534
Deposited By: Ruth Sustaita
Deposited On:27 Oct 2015 16:09
Last Modified:10 Nov 2021 22:50

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