Reaction of chlorine with compounds containing the CCl2=CH group in a medium of anhydrous formic acid followed by treatment with water gives α -chloro carboyxlic acids in good yields.
In this way, from 1,1,3-trichloropropene, l,l-dichloro-3-methoxypropene, 3,3-dichloroallyl formate, 1,1,5-trichloro-1-pentene, 5,5-dichloro-4-pentenyl formate, 1,1,7-trichloro-1-heptene, and 1,1,9-trichloro-1-nonene the following α-chloro carboxylic acids were prepared: 2,3-dichloro- and 2-chloro-3-methoxy-propionic acids, 2-chlorohydracrylic acid formic ester, 2,5-dichlorovaleric acid, 2-chloro-5-hydroxyvaleric acid formic ester, 2,7-dichloroheptanoic acid, and 2,9-dichlorononanoic acid.
This is a preview of subscription content, log in to check access.
Buy single article
Instant access to the full article PDF.
Price includes VAT for USA
Subscribe to journal
Immediate online access to all issues from 2019. Subscription will auto renew annually.
This is the net price. Taxes to be calculated in checkout.
A. N. Nesmeyanov, V. N. Kost, and R. Kh. Freidlina, Doklady Akad. Nauk SSSR 103, 1029 (1955).
R. Kh. Freidlina, V. N. Kost, and A. N. Nesmeyanov, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk 1956, 1202.
A. N. Nesmeyanov, V. N. Kost, T. T. Vasil'eva, and R. Kh. Freidlina, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk 1958, 152.
R. Kh. Freidlina, V. N. Kost, T. T. Vasil'eva, and A. N. Nesmeyanov, Izvest. Akad. Nauk SSSR, Otdel. Khim, Nauk 1959, 826.
A. N. Nesmeyanov, R. Kh. Freidlina, and R. G. Petrova, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk 1957, 451.
A. A. Verigo and P. G. Melikov, Ber. 10, 1499 (1877).
A. N. Nesmeyanov, R. Kh. Freidlina, and V. I. Firstov, Doklady Akad. Nauk SSSR 78, 717 (1951).
A. N. Nesmeyanov, R. Kh. Freidlina, and L. I. Zakharkin, Uspekhi Khim. 25, 665 (1955); Quart. Rev. (London) 10, 330 (1956).
About this article
Cite this article
Kost, V.N., Sidorova, T.T., Freidlina, R.K. et al. Synthesis of α-chloro carboxylic acids by addition of chlorine in a formic acid medium to compounds containing a CCl2=CH group. Russ Chem Bull 8, 2025–2027 (1959). https://doi.org/10.1007/BF00909044
- Formic Acid
- Carboxylic Acid