Reaction of substituted benzyl chlorides with 1,4-di-tert-butylbenzene and 1,3,5-Tri-tert-butylbenzene

Journal Article · Fri May 20 00:00:00 EDT 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6046889

Pozdnyakovick, Yu V; Savyak, R P; Kondratova, G B; Shein, S M

The reaction of substituted benzyl chlorides with 1,4-di-tert-butylbenzene in the presence of titanium tetrachloride leads to the formation of 2,5-di-tert-butyl-diphenylmethane and 3- and 4-tert-butyldiphenylmethanes. The amount of 4-tert-butydiphenylmethane, formed through ipso substitution of the tert-butyl group, depends on the nature of the substituent in the benzyl chloride and varies in the order 2-Cl > 4-Cl > H > 4-CH/sub 3/. Only the 3,5-di-tert-butyl-2- and 3,5-di-tert-butyl-4-chlorodiphenylmethanes, i.e., the products from ipso substitution of the tert-butyl group, are formed during the benzylation of 1,3,5,-tri-tert-butylbenzene with 2- and 4-chlorobenzyl chlorides.

• Research Organization: Scientific-Research Institute of Organic Intermediates and Dyes (USSR)
• OSTI ID: 6046889
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 23:12; Other Information: Translated from Zh. Org. Khim.; 23: No. 12, 2597-2602 (Dec 1987)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALKANES
CHEMICAL REACTION YIELD
ALKYLATED AROMATICS
CATALYSIS
CHLORINATED AROMATIC HYDROCARBONS
TITANIUM CHLORIDES
CATALYTIC EFFECTS
ALKYLATION
AROMATIZATION
CATALYSTS
CHLORINATED ALIPHATIC HYDROCARBONS
CHROMATOGRAPHY
INFRARED SPECTRA
MOLECULAR STRUCTURE
NMR SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
AROMATICS
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
HALIDES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATED AROMATIC HYDROCARBONS
HYDROCARBONS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
SEPARATION PROCESSES
SPECTRA
TITANIUM COMPOUNDS
TRANSITION ELEMENT COMPOUNDS
YIELDS
400201* - Chemical & Physicochemical Properties