(S)-Ipsdienol: Difference between revisions

(S)-Ipsdienol
Names
	IUPAC name (4S)-2-methyl-6-methylideneocta-2,7-dien-4-ol
	Other names (S)-(+)-Ipsdienol, 2-Methyl-6-methylene-2,7-octadiene-4-ol, Ipsdienol
Identifiers
CAS Number	35628-00-3;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.128.974
PubChem CID	92301;
CompTox Dashboard (EPA)	DTXSID50885627 ;
	SMILES CC(=CC(CC(=C)C=C)O)C;
Properties
Chemical formula	C10H16O
Molar mass	152.23344
Appearance	Colorless
Density	0.87 g/mL (Predicted)
Melting point	-25.02 °C (Predicted)
Boiling point	233.59 °C at 760 mmHg (Predicted)
Hazards
Flash point	87
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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Revision as of 02:41, 15 February 2013

S-Ipsdienol is a terpene alcohol, it is one of the major aggregation pheromones of the bark beetle. It was first identified from Ips Confusus, in which it is believed to be a principle sex attractant^[1]

It is suggested that the compound plays a role in interspecies communication between Ips Latidens and Ips Ini, falicitiating reductions in competition for breeding material and/or mating interference.^[2]

Synthesis

The compound has been synthesized from D-mannitol^[3]

References

^ Silverstein, Robert M (1966). "Sex Attractants in Frass Produced by Male Ips confusus in Ponderosa Pine". Science. 154 (3748): 509–510. doi:10.1126/science.154.3748.509. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |month= ignored (help)
^ Miller, Daniel R. (1 August 1991). "Ipsenol: an aggregation pheromone forIps latidens (Leconte) (Coleoptera: Scolytidae)". Journal of Chemical Ecology. 17 (8): 1517–1527. doi:10.1007/BF00984685. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help)
^ Hanessian, Stephen (1983). Total Synthesis of Natural Products: The 'Chiron' Approach. Pergamon press. p. 63. ISBN 0-08-0292427-X. {{cite book}}: Check |isbn= value: length (help)

[1] Silverstein, Robert M (1966). "Sex Attractants in Frass Produced by Male Ips confusus in Ponderosa Pine". Science. 154 (3748): 509–510. doi:10.1126/science.154.3748.509. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |month= ignored (help)

[2] Miller, Daniel R. (1 August 1991). "Ipsenol: an aggregation pheromone forIps latidens (Leconte) (Coleoptera: Scolytidae)". Journal of Chemical Ecology. 17 (8): 1517–1527. doi:10.1007/BF00984685. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help)

[3] Hanessian, Stephen (1983). Total Synthesis of Natural Products: The 'Chiron' Approach. Pergamon press. p. 63. ISBN 0-08-0292427-X. {{cite book}}: Check |isbn= value: length (help)

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