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ChemicalBook CAS DataBase List Chloroacetonitrile
107-14-2

Chloroacetonitrile synthesis

11synthesis methods
In a 3-L round-bottomed, threenecked flask fitted with an efficient mechanical stirrer, a reflux condenser, and a thermometer were placed phosphorus pentoxide (170 g, 1.2 mol), chloroacetamide 1423 (187 g, 2 mol), and dry technical grade trimethylbenzene (800 mL). The mixture was gently refluxed with vigorous stirring for 1 h. It was then allowed to cool to about 100 C° with continuous stirring, and the reflux condenser was replaced with a distillation head fitted with a thermometer and a water-cooled condenser. The crude product and part of the solvent were distilled at atmospheric pressure. The yield of crude product boiling at 124–128 C° was 121–131 g (80–87%). In order to obtain a pure product, the crude chloroacetonitrile was mixed with phosphorus pentoxide (10 g) and redistilled through an efficient packed fractionating column. The yield of pure chloroacetonitrile distilling at 123–124 C° was 93–106 g (62–70%).
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Yield:107-14-2 89 g

Reaction Conditions:

Stage #1: 3,3-dimethyl-butyronitrilewith chlorine in water at 70;
Stage #2: with acetic acid in water at 50; for 8 h;

Steps:

5.1-5.2 Example 5

:(1) Turn on the exhaust gas absorption system, add 141g of tert-butyl acetonitrile to the reaction flask, then slowly pour chlorine into the four-necked flask containing tert-butyl acetonitrile to react at 70°C, and sample during the reaction Detect to track the reaction process. After the reaction, the mixed solution is directly used in the next step without processing;(2) Add 60g of water and 5g of acetic acid to the four-necked flask, stir, turn on the exhaust gas absorption system, add the mixed liquid after the reaction in step (1) to the water dropwise, and react at 50°C for 8h after the dropwise addition is complete. After the end, the mixed liquid was allowed to stand for stratification, and the lower organic layer was removed and washed with water and rectified to obtain 89 g of colorless liquid chlorocyanomethane.

References:

CN111393325,2020,A Location in patent:Paragraph 0049-0050

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