Interconversion of Fatty Aldehydes and Dimethyl Acetals at Low Temperatures

Overview

Journal Lipids

Specialty Biochemistry

Date 1966 Sep 1

PMID 17805600

Citations 4

Authors

V Mahadevan

C V Viswanathan

W O LUNDBERG

Affiliations

Soon will be listed here.

Abstract

Facile procedures are described for nearly quantitative conversion of saturated and unsaturated fatty aldehydes to their dimethyl acetals, and vice versa, at low temperatures. The methods are based on the chemical behavior of aldehydes and dimethyl acetals in 100% sulfuric acid. Under the experimental conditions described, no side reactions seemed to occur. The purity of the aldehydes and dimethyl acetals was ascertained by thin-layer chromatography, infrared spectra and other techniques.

Citing Articles

Reactions of fatty aldehydes with fatty alcohols: formation of acetals, hemiacetals and alk-1-enyl alkyl ethers.

Mahadevan V Lipids. 1970; 5(6):563-5.

PMID: 5506375 DOI: 10.1007/BF02532746.

Gas chromatographic analysis of the dimethylhydrazones of long chain aldehydes.

Johnson C, Pearson A, Dugan Jr L Lipids. 1970; 5(12):958-63.

PMID: 5500181 DOI: 10.1007/BF02533197.

Mass spectrometry of long-chain aliphatic aldehydes, dimethyl acetals and alk-1-enyl ethers.

Christiansen K, Mahadevan V, Viswanathan C, Holman R Lipids. 1969; 4(6):421-7.

PMID: 5367923 DOI: 10.1007/BF02531017.

On the levels of alkyl and alk-1-enyl glycerolipids in normal and neoplastic tissues: a method of quantification.

Su K, SCHMID H Lipids. 1974; 9(3):208-13.

PMID: 4363720 DOI: 10.1007/BF02532694.

References

Katz I, Keeney M . Quantitative micro determination and isolation of plasmalogen aldehydes as 2,4-dinitrophenylhydrazones. J Lipid Res. 1966; 7(1):170-4. View

Mahadevan V, Phillips F, LUNDGERG W . DIRECT CONVERSION OF 2,4-DINITROPHENYLHYDRAZONE OF PALMITALDEHYDE TO ITS DIMETHYL ACETAL. J Lipid Res. 1965; 6:434-5. View

Marcus A, ULLMAN H, Safier L, Ballard H . Platelet phosphatides. Their fatty acid and aldehyde composition and activity in different clotting systems. J Clin Invest. 1962; 41:2198-212. PMC: 291155. DOI: 10.1172/JCI104679. View

Morrison W, Smith L . PREPARATION OF FATTY ACID METHYL ESTERS AND DIMETHYLACETALS FROM LIPIDS WITH BORON FLUORIDE--METHANOL. J Lipid Res. 1964; 5:600-8. View

Eng L, Lee Y, HAYMAN R, Gerstl B . SEPARATION AND ISOLATION OF METHYL ESTERS AND DIMETHYLACETALS FORMED FROM BRAIN LIPIDS. J Lipid Res. 1964; 5:128-30. View