Methyl 2-chloroacetate

Two chloroacetate esters of industrial importance are methyl chloroacetate [96-34-4] C2H C102, and ethyl chloroacetate [105-39-5]., Their... 

Chloroacetate esters are usually made by removing water from a mixture of chloroacetic acid and the corresponding alcohol. Reaction of alcohol with chloroacetyl chloride is an anhydrous process which Hberates HCl. Chloroacetic acid will react with olefins in the presence of a catalyst to yield chloroacetate esters. Dichloroacetic and trichloroacetic acid esters are also known. These esters are usehil in synthesis. They are more reactive than the parent acids. Ethyl chloroacetate can be converted to sodium fluoroacetate by reaction with potassium fluoride (see Fluorine compounds, organic). Both methyl and ethyl chloroacetate are used as agricultural and pharmaceutical intermediates, specialty solvents, flavors, and fragrances. Methyl chloroacetate and P ionone undergo a Dar2ens reaction to form an intermediate in the synthesis of Vitamin A. Reaction of methyl chloroacetate with ammonia produces chloroacetamide [79-07-2] C2H ClNO (53). 

Methyl chloroacetate [96-34-4] M 108.5, b 129-130 , d 1.230, n 1.423. Shaken with satd aq Na2C03 (three times), aq 50% CaCl2 (three times), satd aq NaCl (twice), dried (Na2S04) and fractionally distd. 

Methyl chloroacetate, 7,17 Methyl cyanoacetate, 3, 56 Methylene Aminoacetonitrile, 4, 31,47... 

CH3CI 74-87-3) see Atropine methonitrate Clobazam Dimethyltubocurarinium chloride Methylmethionine sulfonium chloride Naproxen Suxamethonium chloride methyl chloroacetate... 

B. Reactions.—(/) Halides. Whereas ylides are alkylated in the normal way on treatment with a-bromo- or a-iodo-esters, quite different reactions occur with a-fluoro- and a-chloro-acetates. When salt-free ylides were refluxed in benzene with ethyl fluoroacetate or trifluoroacetate normal Wittig olefin synthesis took place with the carbonyls of the ester groups to give vinyl ethers, e.g. (14). On the other hand, methyl chloroacetate with... 

Selenolo[3,2-h]selenophene (12) and selenolo[2,3-b]selenophene (13) have been synthesized from lithium derivatives of 2-(3-bromo-2-selienienyl) 1,3-dioxane and 2-(3-selenienyl) 1,3-dioxane, respectively, by reaction with selenium and methyl chloroacetate followed by Dieckmann cyclization.46 Even the third classical selenophthene (11) has been synthesized by two different routes, using 2,3-bischloromethyl-5-carbomethoxyselenophene (14) or preferably 4-methylseleno-3-selenophene aldehyde (IS).46 The fourth selenophthene isomer (16), which has a nonclassical structure, has not yet... 

EBrIB ethyl-2-bromoisobutyrate. PEBr l-(bromoethyl) benzene, PECl l-(chloroethyl) benzene, BzBr benzyl bromine, MBrP Methyl-2-bromopro-pionate, MCIP methyl 2-chloropropionate, MClAc methyl chloroacetate... 

Methyl 2-butenoate 3-Methyl- 1-butyne 2-Methylbutyl acetate Methyl chloroacetate Methyl cyanoacetate Methyl cyclobutanecarboxylate Methylcyclohexane 6.75... 

It is noteworthy that a massive concentration of the vapour of methyl chloroacetate (1/1000 4-85 mg./l.) did not kill any animals. 

Methyl fluoroacetate.1 Methyl chloroacetate (108-5 g., 1 mol.) and neutral anhydrous potassium fluoride (70 g., 1-2 mol.) are mixed and heated (with glass marbles) in an inclined rotating autoclave at a... 

Scheme 76 /3-Hydroxyester by nickel-catalyzed addition of methyl chloroacetate to carbonyl...

CHLOROPROPENE alpha-EPICHLOROHYDRIN METHYL CHLOROACETATE ETHYL CHLOROFORMATE... 

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