Skip to Content
Merck
All Photos(1)

Key Documents

16817

Sigma-Aldrich

S-Ipsdienol

≥97.0% (HPLC)

Synonym(s):

(S)-(+)-2-Methyl-6-methylene-2,7-octadien-4-ol

Sign Into View Organizational & Contract Pricing


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.

Pictograms

Environment

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service