Identification and Synthesis of the Four Compounds Comprising the Boll Weevil Sex Attractant

James Homer Tumlinson, III; J. P. Minyard; R. C. Gueldner; D. D. Hardee; A. C. Thompson; P. A. Hedin

doi:10.1021/jo00817a012

Identification and Synthesis of the Four Compounds Comprising the Boll Weevil Sex Attractant

James Homer Tumlinson, III, J. P. Minyard, R. C. Gueldner, D. D. Hardee, A. C. Thompson, P. A. Hedin

Research output: Contribution to journal › Article › peer-review

116 Scopus citations

Abstract

Four terpenoid compounds, (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol, (1), Z-3,3-dimethyl-Δ¹, -cyclohexaneethanol (2), Z-3,3-dimethyl-Δ_1,∝-cyclohexaneacetaldehyde (3), and E-3,3-dimethyl-Δ_1,∝-cyclo-hexaneacetaldehyde (4), weee identified as the components of the male sex pheromone of the boll weevil. The synthesis and structural assignments of the four compounds are also reported.

Original language	English (US)
Pages (from-to)	2616-2621
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	36
Issue number	18
DOIs	https://doi.org/10.1021/jo00817a012
State	Published - Sep 1 1971

All Science Journal Classification (ASJC) codes

Organic Chemistry

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title = "Identification and Synthesis of the Four Compounds Comprising the Boll Weevil Sex Attractant",

abstract = "Four terpenoid compounds, (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol, (1), Z-3,3-dimethyl-Δ1, -cyclohexaneethanol (2), Z-3,3-dimethyl-Δ1,∝-cyclohexaneacetaldehyde (3), and E-3,3-dimethyl-Δ1,∝-cyclo-hexaneacetaldehyde (4), weee identified as the components of the male sex pheromone of the boll weevil. The synthesis and structural assignments of the four compounds are also reported.",

author = "{Tumlinson, III}, {James Homer} and Minyard, {J. P.} and Gueldner, {R. C.} and Hardee, {D. D.} and Thompson, {A. C.} and Hedin, {P. A.}",

year = "1971",

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doi = "10.1021/jo00817a012",

language = "English (US)",

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T1 - Identification and Synthesis of the Four Compounds Comprising the Boll Weevil Sex Attractant

AU - Tumlinson, III, James Homer

AU - Minyard, J. P.

AU - Gueldner, R. C.

AU - Hardee, D. D.

AU - Thompson, A. C.

AU - Hedin, P. A.

PY - 1971/9/1

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N2 - Four terpenoid compounds, (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol, (1), Z-3,3-dimethyl-Δ1, -cyclohexaneethanol (2), Z-3,3-dimethyl-Δ1,∝-cyclohexaneacetaldehyde (3), and E-3,3-dimethyl-Δ1,∝-cyclo-hexaneacetaldehyde (4), weee identified as the components of the male sex pheromone of the boll weevil. The synthesis and structural assignments of the four compounds are also reported.

AB - Four terpenoid compounds, (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol, (1), Z-3,3-dimethyl-Δ1, -cyclohexaneethanol (2), Z-3,3-dimethyl-Δ1,∝-cyclohexaneacetaldehyde (3), and E-3,3-dimethyl-Δ1,∝-cyclo-hexaneacetaldehyde (4), weee identified as the components of the male sex pheromone of the boll weevil. The synthesis and structural assignments of the four compounds are also reported.

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