|Abstract or Summary
- This investigation was undertaken to develop a procedure
by which the fatty acids could be separated from the
hydroxy fatty acids of bark waxes. The specific hexane-insoluble, benzene-soluble wax used in this research was obtained
from the bark of white fir, Abias concolor, (Lindl.
The acids were removed from the other components of
the wax by a process of saponification, then acidification,
followed by extraction with benzene, then hexane. These
crystals were resaponified, extracted with hot benzene, and
then acidified. This procedure resulted in two crude free
acid fractions, I and II.
Then separately, fractions I and II were subjected to
a purification procedure which was designed to yield pure
acids. This procedure consisted first of forming the methyl
esters of the crude free acid mixture and crystallizing them
from hexane. These methyl ester fractions were then saponi-fled and again crystallized from hexane. Some of the resulting
acid fractions were then combined on the basis of simolar
melting points. These fractions were then subjected to
an acetylation procedure which would attach an acetate grouping
to any hydroxyl groups which were present. In this way
the hydroxy acids could be separated from the fatty acids
by the relative solubility of the acetates and acids in hexane.
In this solvent the acetates were the more coluble components.
These acetate and acid fractions were then saponified
using a quantitative procedure, so that the approximate
molecular weight of the fraction could be obtained. At this
point after recrystallization from hexane, the fraction was
considered to be pure. However, a gas-liquid chromatography
analysis showed that the samples were not pure but contained
up to 30% of contaminating acids.
But despite this fact, the major acid was separated and
had the following properties: melting point 37.5- 89°C., methyl
ester melting point 70-74°C., apparently no hydroxyl
group present, and the approximate molecular weight of the
methyl ester 345.3. This acid was obtained from the crude
free acid fraction I. One other acid from this same fraction
showed these definite properties: melting point 88.5-
90°C., methyl ester melting point 71-72 °C., acetate melting
point 72- 74°C., and approximate molecular weight of the acetate
400. There were other acids obtained from this Fraction
I, but they were present in small quantities and were not