Skip to Content
Merck
All Photos(1)

Documents

268070

Sigma-Aldrich

(+)-α-Pinene

≥99%

Synonym(s):

(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, (1R,5R)-2-Pinene

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
7785-70-8
Molecular Weight:
136.23
Beilstein:
2038653
EC Number:
232-087-8
MDL number:
MFCD00001346
UNSPSC Code:
12352002
PubChem Substance ID:
24856261
NACRES:
NA.22

Assay

≥99%

form

liquid

optical activity

[α]21/D +50.7°, neat

optical purity

ee: 97% (GLC)

autoignition temp.

491 °F

refractive index

n20/D 1.465 (lit.)

bp

155-156 °C (lit.)

mp

−62 °C (lit.)

density

0.858 g/mL at 20 °C (lit.)

SMILES string

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

InChI

1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1

InChI key

GRWFGVWFFZKLTI-RKDXNWHRSA-N

Looking for similar products? Visit Product Comparison Guide

General description

(+)-α-Pinene is a monoterpenoid compound mainly found in Pinus species.

Application

(+)-α-Pinene may be used as precursors to prepare primary, secondary and tertiary γ-amino alcohols and 1,3-diamines, which can be used as chiral catalysts for the addition of diethylzinc to aromatic aldehydes, resulting in chiral 1-aryl-1-propanols with high enantioselectivity.
Employed in the preparation of chiral hydroboration reagents.

Signal Word

Danger

Hazard Statements

H226,H304,H315,H317,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

91.4 °F - closed cup

Flash Point(C)

33 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Enantioselective addition of diethylzinc to aldehydes catalyzed by ?-amino alcohols derived from (+)-and (-)-a-pinene.
Szakonyi Z, et al.
Tetrahedron Asymmetry, 17(2), 199-204 (2006)
Se-Eun Kim et al.
Scientific reports, 10(1), 9547-9547 (2020-06-14)
For centuries, herbs have been used by traditional therapists around the world to treat gastrointestinal tract disorders, such as gastritis. We hypothesized that the anti-Helicobacter pylori properties of phytoncide, which is extracted from pinecone waste, would facilitate use as a
The Journal of Organic Chemistry, 59, 2365-2365 (1994)
Aldrichimica Acta, 20, 24-24 (1987)
Zheng Wu et al.
Neuron, 106(2), 316-328 (2020-02-28)
Cognitive capacities afford contingent associations between sensory information and behavioral responses. We studied this problem using an olfactory delayed match to sample task whereby a sample odor specifies the association between a subsequent test odor and rewarding action. Multi-neuron recordings
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