Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

247065

Sigma-Aldrich

(S)-cis-Verbenol

95%

Synonym(s):

(1S,2S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-ol

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
18881-04-4
Molecular Weight:
152.23
Beilstein:
2206582
EC Number:
235-908-8
MDL number:
MFCD00065444
UNSPSC Code:
12352000
PubChem Substance ID:
24854847
NACRES:
NA.22

Quality Level

200

Assay

95%

form

solid

optical activity

[α]20/D −9° in chloroform
[α]20/D +10° in ethanol

optical purity

ee: ≥50% (GLC)

mp

62-65 °C (lit.)

SMILES string

CC1=C[C@H](O)[C@H]2C[C@@H]1C2(C)C

InChI

1S/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3/t7-,8+,9-/m0/s1

InChI key

WONIGEXYPVIKFS-YIZRAAEISA-N

Looking for similar products? Visit Product Comparison Guide

General description

(S)-cis-verbenol is an aggregation pheromone component in the bark beetles. It shows potent anti-oxidative and anti-inflammatory activities.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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
SHBP0449
SHBN7440
SHBM7964
SHBM6059
SHBH6778

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

(+)-Dihydrocarveol purum, mixture of isomers, ≥95.0% (sum of enantiomers, GC)

Sigma-Aldrich

37277

(+)-Dihydrocarveol

Kairomone response in Thanasimus predators to pheromone components of Ips typographus.
Bakke A and Kvamme T.
Journal of Chemical Ecology, 7(2), 305-312 (1981)
B Wang et al.
Bulletin of entomological research, 102(1), 71-77 (2011-07-23)
Interactions between invasive insects and their fungal associates have important effects on the behavior, reproductive success, population dynamics and evolution of the organisms involved. The red turpentine beetle (RTB), Dendroctonus valens LeConte (Coleoptera: Scolytinae), an invasive forest pest in China
Jeremy D Allison et al.
Journal of economic entomology, 105(3), 923-929 (2012-07-21)
Stressed or damaged pine (Pinus sp.) trees in the southeastern United States are often colonized simultaneously by three southern Ips species (Coleoptera: Curculionidae: Scolytinae): small southern pine engraver, Ips avulsus (Eichhoff); sixspined ips, Ips calligraphus (Germar); and eastern fivespined ips
Interconversion of verbenols and verbenone by identified yeasts isolated from the spruce bark beetle Ips typographus.
Leufven A, et al.
Journal of Chemical Ecology, 10(9), 1349-1361 (1984)
Ulrich Krings et al.
Journal of agricultural and food chemistry, 57(21), 9944-9950 (2009-10-13)
The enzymatic conversion of alpha-pinene to verbenols, verbenone, and minor volatile flavors was studied using submerged cultured cells, lyophilisate, and microsomal fractions of the edible basidiomycete Pleurotus sapidus . The similarity of the product range obtained by the bioconversions with
View All Related Papers

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