Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Chlorophosphonation of 1-Choropropane and 1-Chlorobutane
Yoshiki OKAMOTOShigeo SADOHiroshi SAKURAI
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JOURNAL FREE ACCESS

1973 Volume 22 Issue 1 Pages 18-22

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Abstract
Chlorophosphonation of 1-chloropropane and 1-chlorobutane was carried under condition of the reactant ratio of 1 : 5 of the chloride to PCl3, with oxygen gas flow rate of 200 ml/min at-150°C, for 3 hrs.
The reaction products were analyzed by GLC using a 3 m ×3 mm φ column, packed with Ucon LB 550 X, with nitrogen gas carrier.
In the case reaction of 1-chloropropane, the products obtained were as follows, 1-chloro-1- (13.7%), 1-chloro-2- (43.6%), 1-chloro-3-dichlorophosphinylpropane (32.7%), and 1-chloro-2-dichlorophosphinyloxypropane (10.0%).
In the case reaction of 1-chlorobutane, the products obtained were as follows 1-chloro-1- (7.9%), 1-chloro-2- (17.0%), 1-chloro-3- (38.6%), 1-chloro-4- (23.1%), 3-chloro-1-dichlorophosphi-nylbutane (3.1%), and 1-chloro-2-dichlorophosphinyloxybutane (10.3%).
The mechanisms of the formations of dichiorophosphinyloxyalkane and the chlorine-migrated isomers were discussed.
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