Regioselective Alkoxylation of 2,2,4-Trimethyl-1,3-pentanediol

Autor: Rahman Mohammad Abdur, Biing-Ming Su, Elliot Isaac Band, Mojahedul Islam
Rok vydání: 2011
Předmět:
Zdroj: Journal of Surfactants and Detergents. 14:333-338
ISSN: 1558-9293
1097-3958
Popis: An efficient procedure for the regioselective synthesis of secondary alcohol alkoxylates from 2,2,4-trimethyl-1,3-pentanediol (TMPD) is described. TMPD was reacted with propylene oxide followed by ethylene oxide in the presence of a catalytic amount of alkali metal hydroxide to form secondary alcohol alkoxylates. Instead of a mixture of compounds resulting from the reaction of TMPD and propylene oxide, the primary hydroxyl group of the TMPD reacted to form predominantly 2,2,4-trimethyl-3-hydroxypentylpropoxylate as the major product. On further ethoxylation the less hindered secondary hydroxyl group of the 2,2,4-trimethyl-3-hydroxypentylpropoxylate reacted predominantly. 13C NMR indicated that the secondary hydroxyl group (96.2 mol%) of TMPD remained unreacted during alkoxylation.
Databáze: OpenAIRE