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Reaction of Terminal and Non‐terminal Dihydroxy Fatty Acids with Hydrogen Bromide

 

作者: S. M. Osman,   G. A. Qazi,   I. A. Siddiqi,  

 

期刊: Fette, Seifen, Anstrichmittel  (WILEY Available online 1975)
卷期: Volume 77, issue 12  

页码: 473-476

 

ISSN:0015-038X

 

年代: 1975

 

DOI:10.1002/lipi.19750771204

 

出版商: WILEY‐VCH Verlag

 

数据来源: WILEY

 

摘要:

AbstractThe action of hydrogen bromide on non‐terminal glycol acids (threo and erythro‐6,7‐dihydroxystearic acids) leads to the formation of 6(7)–7(6)‐bromoacetoxystearic and 6(7)‐ketostearic acids as major and minor products of the reaction. On the other hand the same reaction on a terminal glycol acid, 10,11‐dihydroxyundecanoic yielded only one bromoacetoxy acid (10‐acetoxy‐11‐bromoundecanoic) and a diacetoxy derivative (10,11‐diacetoxyundecanoic) as minor and major products. Assignment of configuration and structures of reaction products are based on the I. R., N. M. R. and mass spectral studies. It is evident that hydrogen bromide reaction of the terminal glycol acid takes a different course from that observed in the nonter

 

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