1979
DOI: 10.1021/jf60221a022
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cis-Hept-4-en-2-ol in corn volatiles: identification and synthesis

Abstract: cis-Hept-4-en-2-ol in Corn Volatiles: Identification and Synthesis Communications ds-Hept-4-en-2-ol was synthesized in 60% overall yield by the oxidation of m-hex-3-enol to ds-hex-3-enal which was then reacted with methylmagnesium iodide. The infrared absorption spectrum of the synthetic sample was identical with that of a sample isolated from corn husk volatiles, confirming that the corn husk hept-4-en-2-ol is in the cis form.

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Cited by 7 publications
(5 citation statements)
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“…Capillary GLC analysis of the Tenax-trapped volatiles from young corn plant leaves. vacuum steam distillates of corn husk volatiles by some of us- (Buttery et al, 1978;Buttery, 1979). As far as we can determine, (Z)-4-hepten-2-one has not been reported as occurring in any other plant and is therefore one of the most unique volatile compounds associated with corn.…”
Section: Resultsmentioning
confidence: 79%
“…Capillary GLC analysis of the Tenax-trapped volatiles from young corn plant leaves. vacuum steam distillates of corn husk volatiles by some of us- (Buttery et al, 1978;Buttery, 1979). As far as we can determine, (Z)-4-hepten-2-one has not been reported as occurring in any other plant and is therefore one of the most unique volatile compounds associated with corn.…”
Section: Resultsmentioning
confidence: 79%
“…43, 195 (1979). Sparks, A. N., USDA, Tifton, GA, personal communication, 1979. Received for review November 19, 1979. Accepted February 19, 1980 Reference to a company and/or product named by the Department is only for purposes of information and does not imply approval or recommendation of the product to the exclusion of others which may also be suitable.…”
Section: Resultsmentioning
confidence: 99%
“…The volatile compounds associated with the corn plant have been thought to be involved in the attraction of the corn ear worm (Heliothis zea) moth to the corn plant (McMillian and Wiseman, 1972). Volatile components of sweet corn silk, husk, and kernels have already been studied (Flath et al, 1978;Buttery et al, 1978;Buttery, 1979). The tassel is a characteristic part of the corn plant Western Regional Research Laboratory, Science and Education Administration, Agricultural Research, U.S. Department of Agriculture, Berkeley, California 94710. and is thought (cf.…”
mentioning
confidence: 99%
“…Hex-3(Z)-enal solution in diethyl ether was added to a methylmagnesium iodide solution in diethyl ether. Hept-4(Z)-en-2-ol was isolated in the usual manner (Buttery, 1979). Hept-4(Z)-en-2-yl esters were prepared by a similar manner to that described above and purified with silica gel chromatography.…”
Section: °Cmentioning
confidence: 99%