Synthesis of 1,10-decanediol monoalkyl ethers from coconut fatty alcohols (C12 & C16) as evaporation suppressants

Date

10-1996

Degree

Bachelor of Science in Chemistry

College

College of Arts and Sciences (CAS)

Adviser/Committee Chair

Milagros M. Peralta

Abstract

PEÑA GARDEE TOLEDO. University of the Philippines Los Banos, October 1995. Synthesis of 1,10-Decanediol Monoalkyl Ethers from Coconut Fatty Alcohols (C12 & C16,) as Evaporation Suppressants.

Adviser: Dr. Milagros M. Peralta

The decanediol monoalkyl ethers were prepared via Williamson ether synthesis using 1,10-decanediol and the coconut fatty alkyl bromides, dodecyl bromide and hexadecyl bromide, as starting materials, and tetrarnethylammonium iodide as phase transfer catalyst.

Dodecyl bromide and hexadecyl bromide were prepared by the reaction of dodecyl alcohol and hexadecyl alcohol, respectively, with concentrated HBr, also in the presence of a phase transfer catalyst. tetramethylammonium iodide.

The reaction mixtures and products were analyzed by TLC and HPLC to determine the extent of conversion as well as purity. The products were further characterized using routine chemical tests and IR spectroscopy.

The average yield for the synthesis of dodecyl bromide was 60.8 % while that of hexadecyl bromide was of 50.5 %. Synthesis of the products 10-dodecanoxy-l-decanol and 10-hexadecanoxy-l-decanol from these bromides gave average yields of 43.2 % and 44.8 %, respectively.

Preliminary laboratory tests comparing the ability of the monoether products to retard evaporation of water with that of hexadecanol gave inconclusive results. The optimum temperature lunge and into of incorporation of these compounds have yet to be determined using actual held tends

Language

English

Location

UPLB Main Library Special Collections Section (USCS)

Call Number

LG 993.5 1995 C4 P46

Document Type

Thesis

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