Process for rearranging allylic geminal dihalogen compounds

Details Process for rearranging allylic geminal dihalogen compounds Process for rearranging allylic geminal dihalogen compounds

1990-01-09

1991-12-10

Mars, Howard T.

Organic compounds -- part of the class 532-570 series

Organic compounds

Halogen containing

C07C 2104

Patent

active

050720635

ABSTRACT:
Cis- and trans-1,3-dichloropropenes and their homologs and 1,3-dibromopropenes can be prepared by isomerizing the corresponding 3,3-dihalopropene or homolog thereof in a simple, high yield process by contacting the latter with an effective silica, alumina, or zeolite catalyst. Thus, a mixture of cis- and trans-1,3-dichloropropenes is produced in good yield and with good selectivity when a mixture of 3,3-dichloropropene with other chlorinated hydrocarbons, principally 1,2-dichloropropane, is contacted with an acidic activated alumina catalyst at a temperature of about 100.degree. C.

REFERENCES:
patent: 2846483 (1958-08-01), Taplin, III
patent: 4319062 (1982-03-01), Boozalis et al.
V. D. Izmailov et al., Khim. Khim. Tekhnol., 17, 562-564 (1974), (Chem. Abs., 81, 24873k (1974).
J. R. Shelton et al., J. Org. Chem., 23, 1876-1880 (1958).
Beilsteins Handbuch Der Organischen Chemie, Erster Band, p. 199.
D. Seyferth et al., J. Organometallic Chem., 90, 173-184 (1975).
D. Seyferth et al., J. Am. Chem. Soc., 99, 5317-5330 (1977).

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