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Preparation of acetonides from soybean oil, methyl soyate, and fatty esters.

Journal of agricultural and food chemistry (2011-03-08)
Atanu Biswas, Brajendra K Sharma, Karl Vermillion, J L Willett, H N Cheng
ABSTRACT

This paper describes the preparation of a new type of branched vegetable oil and its methyl ester that involves the formation of acetonides. A facile and environmentally friendly synthesis has been found to produce acetonides that entails the use of ferric chloride as a catalyst and is conducted at room temperature. The products have been fully characterized with the help of model compounds, including elemental analysis, infrared (IR) spectroscopy, nuclear magnetic resonance (NMR), and gas chromatography-mass spectrometry (GC-MS).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Methyl oleate, 99%
Sigma-Aldrich
Methyl linoleate, ≥98% (GC)
Supelco
Methyl oleate, analytical standard
Supelco
Methyl linoleate, analytical standard
Sigma-Aldrich
Methyl oleate, technical grade, 70%
Sigma-Aldrich
Methyl elaidate, ≥99% (capillary GC)
Supelco
cis-9-Octadecenoic acid methyl ester, certified reference material, 10 mg/mL in heptane
Supelco
trans-9,12-Octadecadienoic acid methyl ester, certified reference material, 10 mg/mL in heptane
Sigma-Aldrich
Methyl linolelaidate, ≥99% (GC), liquid
Supelco
Methyl elaidate, analytical standard
Supelco
Methyl linolelaidate, analytical standard
Supelco
cis-9,cis-12-Octadecadienoic acid methyl ester, certified reference material, 10 mg/mL in heptane