Bulletin of the Chemical Society of Japan p. 2586 - 2591 (1980)
Update date:2022-08-11
Topics:
Kikkawa, Shoichi
Nomura, Masakatsu
Shimizu, Michimasa
The dehydrochlorination of 1,1-dichloropropane and 1,1-dichloro-3-methylbutane was carried out over molten salt catalysts (mainly ZnCl2-containing melts) using a conventional flow system.The cis/trans ratio (1.8) of the resulting olefins from 1,1-dichlorobutane was found to stand between the ratio (1.4) with 1,1-dichloro-3-methylbutane and the ratio (2.2) with 1,1-dichloropropane; this can be explained by considering the stereochemistry of the adsorbed carbonium ions.The detailed results of the reactions of three butene isomers with chlorine through molten salts were presented.The selective formation of butadiene was explained in terms of the thermally assisted attack of chlorine in the allylic positions of butene, followed by the 1,2- or 1,4-elimination of HCl from chlorobutenes, a process which is strongly assisted by the ZnCl2-containing melts.The reaction of 2-methyl-2-butene and cyclohexene with chlorine through molten salts was also undertaken.The addition of Zn powder to ZnCl2 melts in advance was found to improve the selectivity for the formation of isoprene and cyclohexadiene.Because the HCl evolved reacts instantly with Zn powder to afford ZnCl2 and hydrogen, Zn powder substantially prohibits the addition of HCl to dienes yielding chlorobutenes and chlorocyclohexenes.
View MoreSINO Industries Company Limited
Contact:86-29-85369724
Address:No.111, Jiefang Road, Xi’an, China
Liao Cheng All Win Chemicals Co.,LTD
Contact:86+0635-2991582
Address:Room 402,Unit 1,No.27 building.Zhong tong shi dai haoyuan,liaocheng city,Shan dong Province.China
Shanghai Yolne Chemical Co., Ltd
Contact:+86-21-62960152,61525205,61538832,61538837
Address:Floor 4,building 2, No. 3377, Kangxi Road, Pudong New District, Shanghai, China
Shanghai Yuantai Chemical Products Co., Ltd
Contact:021--66129803
Address:Chengyin Road,Shanghai,China
Contact:0519-85170101-802
Address:Fifth Floor,B of Beihua Buliding,520 Road of Science and Education City,Changwu middle road NO.801,Wujin District,Changzhou,Jiangsu province
Doi:10.1021/jo01228a005
(1937)Doi:10.1021/jacs.1c03778
(2021)Doi:10.1002/cmdc.202100031
(2021)Doi:10.1021/jf60209a043
(1976)Doi:10.1021/ja00964a057
(1966)Doi:10.1016/j.tetlet.2014.08.123
(2015)