16817
S-Ipsdienol
≥97.0% (HPLC)
Synonym(s):
(S)-(+)-2-Methyl-6-methylene-2,7-octadien-4-ol
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About This Item
Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
MDL number:
UNSPSC Code:
12352200
Assay
≥97.0% (HPLC)
optical activity
[α]/D +16±3°, c = 1 in methanol
storage temp.
2-8°C
SMILES string
C\C(C)=C\[C@@H](O)CC(=C)C=C
Application
S-Ipsdienol has been used to study the genetic control of the enantiomeric composition of ipsdienol in the pine engraver, Ips pini. S-Ipsdienol has also been used to determine that myrcene hydroxylases do not determine enantiomeric composition of pheromonal ipsdienol in Ips spp.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Acute 1
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
188.6 °F
Flash Point(C)
87 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Pamela Sandstrom et al.
Journal of chemical ecology, 34(12), 1584-1592 (2008-11-27)
Myrcene (7-methyl-3-methylene-1,6-octadiene) hydroxylation is likely one of the final reactions involved in the production of the Ips spp. (Coleoptera: Scolytidae) aggregation pheromone components, ipsdienol (2-methyl-6-methylene-2,7-octadien-4-ol) and ipsenol (2-methyl-6-methylene-7-octen-4-ol). To gain insight into the evolution of pheromone production, we isolated a
Michael J Domingue et al.
Journal of chemical ecology, 32(5), 1005-1026 (2006-06-02)
The genetic nature of pheromone variation within species has rarely been studied, and never for male-produced long-range pheromones. Males from western North American populations of Ips pini produce predominantly (R)-(-)-ipsdienol, whereas those from eastern North American populations produce higher proportions
S J Seybold et al.
Journal of chemical ecology, 21(7), 995-1016 (1995-07-01)
Thirty-five populations ofIps pini (Say) and one population each ofIps avulsus (Eichhoff) andIps bonanseai (Hopkins) were analyzed for the enantiomeric composition of ipsdienol (2-methyl-6-methylene-2,7-octadien-4-ol). Populations ofI. pini occur as at least two distinct regional pheromone variants: New York type [32%-(-)
Pheromonal chirality and integrity of aggregation response in southern species of the bark beetle Ips sp.
Vite, J.P., et al.
Nature, 272, 817-818 (1978)
Synergistic effect of a pheromone and a kairomone on host selection and colonisation by Ips avulsus.
R Hedden et al.
Nature, 261(5562), 696-697 (1976-06-24)
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