Accession Number:

AD0698026

Title:

SYNTHESIS AND CHARACTERIZATION OF 2-ETHYL-3-HEXANOL para-HYDROXYBENZOATE

Descriptive Note:

Corporate Author:

FORT DETRICK FREDERICK MD

Personal Author(s):

• Brown, John W.

Report Date:

1969-11-01

Pagination or Media Count:

30.0

Abstract:

2-Ethyl-3-hexanol p-hydroxybenzoate was synthesized and characterized by infrared and ultraviolet spectroscopy and thin-layer TLC and gas-liquid chromatography GLC. These methods proved the existence of stereoisomers and allowed the prediction of preferred conformations. The RR and SS enantiomers had a higher boiling point, a lower retention value on TLC, and were eluted faster on GLC than the RS and SR diastereoisomers. The ester exhibited antimicrobial activity against gram-positive bacteria and yeast, but not against gram-negative bacteria. The ester also exhibited sunscreen properties and was not toxic to animals.

Descriptors:

• *ANTIBIOTICS
• *BENZOATES
• BACTERIA
• SYNTHESIS(CHEMISTRY)
• VISIBLE SPECTRA
• MOLECULAR ISOMERISM
• STEREOCHEMISTRY
• INFRARED SPECTRA
• GAS CHROMATOGRAPHY
• ULTRAVIOLET SPECTRA
• BENZOIC ACIDS
• THIN LAYER CHROMATOGRAPHY

Subject Categories:

• Pharmacology
• Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE