Synthesis of monoglyceryl ether and ester derivatives of anacardic acid from cashew (Anacardium occidentale L.) nut shell liquid

Date

3-2010

Degree

Bachelor of Science in Chemistry

College

College of Arts and Sciences (CAS)

Adviser/Committee Chair

Hidelisa P. Hernandez

Committee Member

Ernesto J. Del Rosario, Banyuhay P. Serrano, Maria Amelita C. Estacio

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Abstract

Proximate analysis of air-dried cashew nut shells from Bagac, Bataan showed that the shells contain high moisture, fat and carbohydrates content. Natural cashew nut shell liquid (CNSL) was extracted from the cashew nut shells using a screw-type mechanical oil expeller producing a dark brown, viscous liquid with a 23% yield (g/g air-dried shell). Crude anacardic acid was isolated from natural CNSL by precipitation and liquid- liquid extraction leading to a 74.69% yield (g/g natural CNSL). The crude anacardic acid was purified using radial chromatography or vacuum liquid chromatography. Both methods produced the light yellow liquid pure anacardic acid. 1HNMR and 13CNMR analysis suggested that the purified isolate is anacardic acid with saturated, monoene, diene or triene side chain. Monoglyceryl ether and ester derivatives of anacardic acid were prepared using glycidol. Preparative TLC of the reaction mixture led to the isolation of the three fractions. All derivatives were yellow liquids. NMR analyses showed that the major component of MED-1, MED-2 and MED-3 is the ether product, the ester product and the ether ester product. Analyses also showed that MED-1 and MED-3 contains traces of the monoglyceryl ester derivative of anacardic acid while MED-2 has traces of monoglyceryl ether derivative of anacardic acid.

Language

English

Location

UPLB Main Library Special Collections Section (USCS)

Call Number

LG 993.5 2010 C4 F85

Document Type

Thesis

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