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

J. H. Tumlinson; 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

J. H. Tumlinson, J. P. Minyard, R. C. Gueldner, D. D. Hardee, A. C. Thompson, P. A. Hedin

Entomology

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

119 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

Access to Document

10.1021/jo00817a012

Cite this

@article{8a444ee16f8b4d57a35ce6fb51a7a394,

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, {J. H.} and Minyard, {J. P.} and Gueldner, {R. C.} and Hardee, {D. D.} and Thompson, {A. C.} and Hedin, {P. A.}",

year = "1971",

month = sep,

day = "1",

doi = "10.1021/jo00817a012",

language = "English (US)",

volume = "36",

pages = "2616--2621",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "18",

}

TY - JOUR

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

AU - Tumlinson, J. H.

AU - Minyard, J. P.

AU - Gueldner, R. C.

AU - Hardee, D. D.

AU - Thompson, A. C.

AU - Hedin, P. A.

PY - 1971/9/1

Y1 - 1971/9/1

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.

UR - http://www.scopus.com/inward/record.url?scp=0001247160&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001247160&partnerID=8YFLogxK

U2 - 10.1021/jo00817a012

DO - 10.1021/jo00817a012

M3 - Article

AN - SCOPUS:0001247160

SN - 0022-3263

VL - 36

SP - 2616

EP - 2621

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 18

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this