Accession Number:

ADB806417

Title:

The Synthesis and Purification of Aromatic Hydrocarbons. 3 - Isobutylbenzene Sec-Butylbenzene

Descriptive Note:

Technical note

Corporate Author:

AIRCRAFT ENGINE RESEARCH LAB CLEVELAND OH

Personal Author(s):

• Buess, C. M.
• Karabinos, J. V.
• Kunz, P. V.
• Gibbons, L. C.

Report Date:

1946-06-01

Pagination or Media Count:

17.0

Abstract:

The syntheses of isobutylbenzene, sec-butylbenzene, and tert-butylbenzene in 11-gallon quantities are described. The sec-butylbenzene was prepared by reacting sec-butyl alcohol with benzene in the presence of aluminum chloride and anhydrous hydrogen chloride. The tert-butylbenzene was prepared in a similar manner without the use of hydrogen chloride. The preparation of isobutylbenzene involved the reaction of phenylmagnesium bromide with methallyl chloride to yield 2-methyl-3-phenyl-1-propene, which was partly rearranged to 2-methyl-1-phenyl-1-propene. Both olefins were isolated. The physical properties are tabulated and freezing curves are plotted for the five hydrocarbons.

Descriptors:

• *HYDROGENATION
• *AROMATIC HYDROCARBONS
• BENZENE COMPOUNDS
• PHYSICAL PROPERTIES
• BUTYL RADICALS

Subject Categories:

• Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE