Reaction of Hydrogen Bromide with Long Chain 1,2-Diols

✍ Scribed by Ahmad, M. U. ;Ansari, A. A. ;Osman, S. M.

• Book ID: 102464475
• Publisher: John Wiley and Sons
• Year: 1980
• Weight: 444 KB
• Volume: 82
• Category: Article
• ISSN: 0931-5985
• DOI: 10.1002/lipi.19800820305

✦ Synopsis

Abstract

The reactions of 1,2‐hexadecanediol and 1,2‐octadecanediol with hydrogen bromide in the presence of acetic anhydride have been investigated. The treatment of hydrogen bromide (48%) in acetic anhydride with 1,2‐hexadecanediol gives mainly 1‐bromo‐2‐acetoxy hexadecane (66%), 2‐acetoxy hexadecanol (26%), and 1,3‐hexadecanediol (8%). Similar products result from 1,2‐octadecanediol. The structures of the products are based on combustion data, spectroscopic, and chemical evidences. The mechanism of the reaction has been discussed.