A potent juvenile hormone mimic, 1-(4′-ethylphenoxy)-6,7-epoxy-3,7-dimethyl-2-octene, labeled with tritium in either the ethylphenyl- or geranyl-derived moiety

Hideo Kamimura, Bruce D. Hammock, Izuru Yamamoto, John E. Casida

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Reduction of citral with sodium borotritide, conversion of the alcohol product to the bromo derivative, formation of the ether by reaction with 4-ethyl-phenol, and epoxidation yields 1-(4′-ethylphenoxy)-6,7 - epoxy - 3,7 - dimethyl - 2 - octene-1 -3H. Alternatively, tritiation of 4-ethylphenol with tritium water in sulfuric acid, reaction of the recovered phenol with geranyl bromide, and epoxidation yields 1 - (4′-ethylphen-3H-oxy)-6,7-epoxy-3,7-dimethyl-2-octene. the products have a high specific activity (33 to 654 mCi per mmol) and are useful in studies on the degradation and mode of action of this potent juvenile hormone mimic.

Original languageEnglish (US)
Pages (from-to)439-442
Number of pages4
JournalJournal of Agricultural and Food Chemistry
Volume20
Issue number2
StatePublished - 1972
Externally publishedYes

Fingerprint

Juvenile Hormones
citral
tritium
Epoxidation
Tritium
juvenile hormones
Phenol
epoxides
phenol
sulfuric acid
bromides
Bromides
Ether
ethers
mechanism of action
alcohols
chemical derivatives
Alcohols
sodium
Derivatives

ASJC Scopus subject areas

  • Agricultural and Biological Sciences (miscellaneous)
  • Food Science
  • Chemistry (miscellaneous)

Cite this

A potent juvenile hormone mimic, 1-(4′-ethylphenoxy)-6,7-epoxy-3,7-dimethyl-2-octene, labeled with tritium in either the ethylphenyl- or geranyl-derived moiety. / Kamimura, Hideo; Hammock, Bruce D.; Yamamoto, Izuru; Casida, John E.

In: Journal of Agricultural and Food Chemistry, Vol. 20, No. 2, 1972, p. 439-442.

Research output: Contribution to journalArticle

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abstract = "Reduction of citral with sodium borotritide, conversion of the alcohol product to the bromo derivative, formation of the ether by reaction with 4-ethyl-phenol, and epoxidation yields 1-(4′-ethylphenoxy)-6,7 - epoxy - 3,7 - dimethyl - 2 - octene-1 -3H. Alternatively, tritiation of 4-ethylphenol with tritium water in sulfuric acid, reaction of the recovered phenol with geranyl bromide, and epoxidation yields 1 - (4′-ethylphen-3H-oxy)-6,7-epoxy-3,7-dimethyl-2-octene. the products have a high specific activity (33 to 654 mCi per mmol) and are useful in studies on the degradation and mode of action of this potent juvenile hormone mimic.",
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T1 - A potent juvenile hormone mimic, 1-(4′-ethylphenoxy)-6,7-epoxy-3,7-dimethyl-2-octene, labeled with tritium in either the ethylphenyl- or geranyl-derived moiety

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AU - Yamamoto, Izuru

AU - Casida, John E.

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Y1 - 1972

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AB - Reduction of citral with sodium borotritide, conversion of the alcohol product to the bromo derivative, formation of the ether by reaction with 4-ethyl-phenol, and epoxidation yields 1-(4′-ethylphenoxy)-6,7 - epoxy - 3,7 - dimethyl - 2 - octene-1 -3H. Alternatively, tritiation of 4-ethylphenol with tritium water in sulfuric acid, reaction of the recovered phenol with geranyl bromide, and epoxidation yields 1 - (4′-ethylphen-3H-oxy)-6,7-epoxy-3,7-dimethyl-2-octene. the products have a high specific activity (33 to 654 mCi per mmol) and are useful in studies on the degradation and mode of action of this potent juvenile hormone mimic.

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