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

Brown, John W.

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

Active / Technical Report | Accession Number: AD0698026 |

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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.

Author(s):

Brown, John W.

Author Organization(s):

FORT DETRICK FREDERICK MD

Supplementary Note:

DOI: 10.21236/AD0698026

Pagination:

0030

Security Markings

DOCUMENT & CONTEXTUAL SUMMARY

Distribution:

Approved For Public Release

Distribution Statement:

Approved For Public Release; Distribution Is Unlimited.

RECORD

Collection: TR

Identifying Numbers

Report Number(s):

SMUFD-TECHNICAL MANUSCRIPT-552

Project Number(s):

DA-1-B-662706-A-072

Monitor Series:

SMUFD

Subject Terms

Joint Capability Areas:

JCA_6.3.3_Spectrum Management; JCA_6_Net Centric; JCA_6.3_Net Management; JCA_5_Command and Control; JCA_5.3_Planning; JCA_8_Building Partnerships; JCA_1_Force Support; JCA_8.1.1_Inform Domestic and Foreign Audiences; JCA_8.1_Communicate; JCA_1.2.5_Lessons Learned; JCA_1.3_Human Capital Management

Modernization Areas:

Cyber

Communities of Interest:

Biomedical

Descriptor(s):

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

Field(s)/Group(s):

Pharmacology, Organic Chemistry

Keyword(s):

*BENZOATE 2 ETHYL 3 HEXANOL PARA HYDROXY, BENZOIC ACID PARA HYDROXY, SKIN PROTECTIVE AGENTS

Report Date:

1969 Nov 01