2-Chloroethyl benzoate

Benzotrichloride with zinc chloride as catalyst reacts with ethylene glycol to form 2-chloroethyl benzoate [7335-25-3] (35). Perchlorotoluene is formed by chlorination with a solution of sulfur monochloride and aluminum chloride in sulfuryl chloride (36). 

Chloroethyl benzoate, 30,11 a-Chloroethyl ethyl ether, 36, 60 Chlorohydroquinone, 35, 27 -Chloromandelic acid, 35,14 Chloromethylation, 30, 68 2-Chloro-2-methylcyclohexanone, 37, 8... 

Chloroethyl benzoate has been prepared from benzoyl chloride and ethylene chlorohydrin from benzoic acid, ethylene glycol, and hydrogen chloride at 100° from ethylene oxide and benzoyl chloride from benzoyl chloride and dioxane in the presence of titanium tetrachloride from benzoic acid, ethylene, and chlorine in the presence of various catalysts. It has also been obtained by hydrolysis of 2-chloroethyl benzimidate " by the action of bromomagnesium benzoate on 2-chloroethyl -toluene-sulfonate and by the action of sodium benzoate on bis-(2-chloroethyl) sulfate. ... 

Iodoethyl benzoate has been obtained by the action of alcoholic sodium iodide on 2-chloroethyl benzoate. ... 

Carbomethoxybenzaldehyde, 100 Carbon disulfide, 57 Chlorine, 24 Chloroacetamide, 22 Chloroacetonitrile, 22 Chlorobenzene, 96 lra i-2-CHLOROCYCLOPENTANOL, 24 2-Chloroethyl benzoate, 11 Chloromethylation, 68 1-Chloromethylnaphthalene, 67, 68 Chlorourea, see Monochlorourea Choline, chloride benzoate, 10 Choline, iodide benzoate, 10 Cinnamaldehyde, 75, 77 Cleavage of tetrahydrofuran, 27, 33 Condensation, of aniline and triphenyl carbinol, 5... 

B. 2-Iodoethyl benzoate. A mixture of 170 g. of anhydrous sodium iodide and 1.2 1. of methyl ethyl ketone (Note 2) is heated on a steam bath for 1 hour with occasional shaking in a 3-1. round-bottomed flask fitted with a water-cooled reflux condenser. 2-Chloroethyl benzoate (162 g., 0.88 mole) is added to the mixture, and heating is maintained for an additional 22-24 hours with occasional shaking. The mixture is cooled to room temperature and filtered through a 15-cm. Buchner funnel with suction. The inorganic salts on the filter are washed with 200 ml. of methyl ethyl ketone, and the filtrate is concentrated by distillation of about 1 1. of the solvent. The residue is poured into 1 1. of water contained in a separatory funnel, which is shaken, and the lower layer is withdrawn. The latter is washed successively with 200 ml. of 10% sodium bisulfite solution, 200 ml. of 5% sodium bicarbonate solution, and 100 ml. of water. It is dried with anhydrous magnesium sulfate (5-7 g.) and fractionated under reduced pressure. The yield of material boiling at 133 -136°/2.5 mm., 1.5820, is 190 -196 g. (78-81%). 

Ethyl acetate Methyl propanoate 2-Chloroethyl benzoate... 

Benzoylcholine chloride has been prepared by heating choline chloride with benzoyl chloride14 and by the action of trimethyl-amine on 2-chloroethyl benzoate.16... 

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