Summary
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1.
In the action of ethyl magnesium bromide on 1,1,1,5-tetrachloropentane, reduction of the trichloromethyl group takes place leading to formation of 1,1,5-trichloropentane, ethylene,and 1,5,5,6,6,10-hexachlorodecane.
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2.
Reduction of the trichloromethyl group to the dichloromethyl one occurs at the expense of the hydrogen atom in the β position of the organic magnesium compound.
Literature cited
R. Fuson and N. Boss, J. Amer. Chem. Soc.55, 720 (1933).
W. Awe and J. Reineche, Arch. Pharm.285, 209 (1952).
A. N. Nesmeyanov, R. Kh. Freidlina, and L. I. Zakharkin, Dokl. AN SSSR,96, 87 (1954).
A. N. Nesmeyanov, L. I. Zakharkin, and T. A. Kost, Izv. AN SSSR, Otd. khim. n. 658 (1955).