Synthesis of 3-(dodecyloxy)-2- hydroxypropyl dodecanoate

Date

4-1996

Degree

Bachelor of Science in Chemistry

College

College of Arts and Sciences (CAS)

Adviser/Committee Chair

William G. Padolina

Co-adviser

Evelyn B. Rodriguez

Abstract

MIRANDA, JONATHAN TANDAS. College of Arts and Sciences, University of the Philippines at Los Banos, Apri11996. SYNTHESIS OF 3-(DODECYLOXY)-2-HYDROXYPROPYL DODECANOATE Adviser: Dr. William G. Padolina Co-Adviser: Dr. Evelyn B. Rodriguez

ABSTRACT Using potassium carbonate as catalyst, 3-(dodecyloxy)-2- hydroxypropyl dodecanoate was prepared via the transesterification of methyl dodecanoate with 3-(dodecyloxy)-1,2-propanediol. A 70 % yield was realized when a mixture (2:1 mole ratio) of the respective materials was refluxed for one hour at 120-130 °C. 1The diol was prepared through the regioselective alkoxydehalogenation of dodecyl bromide with 1,2,3-propanetriol (60 % yield) . Regioselectivity was effected, prior to condensation, by protecting the 1,2- hydroxyl groups of the triol with acetone to form the dioxolane ring. Deprotection by hydrolysis of the isopropylidene group yielded the diol. The title product and the intermediate products were characterized by chemical tests, physical constants and IR spectroscopy.

Language

English

Location

UPLB Main Library Special Collections Section (USCS)

Call Number

LG 993.5 1996 C4 M57

Document Type

Thesis

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