Home > Iowa Academy of Science > Journals & Newsletters > Proceedings of the Iowa Academy of Science > Volume 48 (1941) > Annual Issue
Document Type
Research
Abstract
It has been reported that 1-bromooctadecane reacts with benzene 1md aluminum chloride to give a 50 per cent yield of 1-phenyloctadecane. [Gilman and Turck, J. A. Chem. Soc., 61, 478 (1939) J. We have found that 1-bromohexadeeane, 1-bromotetradecane and 1-bromododecane behave similarly. The case of 1-bromododecane was studied in more detail. Evidence was found that, in addition to 1-phenyldodecane, isomeric dodecylbenzenes were formed. Incidental to this work the six isomeric 2-naphthalene-sulfono-pn-dodecylanilides (B-C10H7.SO2.NH.C6H4.C12H25) were prepared for use in a study of the validity of the mixed melting point determinations with structurally similar long-chained compounds. Fractionation of the' products of the reaction of 1-bromohexane, benzene and aluminum chloride (carried out at 0°) showed that 1-phenylhexane, 2-phenylhexanc and 3-phenylhexane were obtained. These hydrocarbons were characterized as their monacetamino and diacetamino derivatives [Ipatieff and Schmerling, ibid, 59, 1056 (1937) and as the sulfonamides. They were identified by comparison with synthetic specimens.
Publication Date
1941
Journal Title
Proceedings of the Iowa Academy of Science
Volume
48
Issue
1
First Page
250
Last Page
250
Copyright
©1941 Iowa Academy of Science, Inc.
Language
en
File Format
application/pdf
Recommended Citation
Meals, R. N. and Gilman, Henry
(1941)
"The Friedel-Crafts Reaction with Long-Chained Alkyl Bromides (Abstract),"
Proceedings of the Iowa Academy of Science, 48(1), 250-250.
Available at:
https://scholarworks.uni.edu/pias/vol48/iss1/54