Skip to Content
Merck
CN

274399

(−)-α-Pinene

99%, optical purity ee: ≥86% (GLC)

Synonym(s):

(-)-alpha-Pinene, (1S)-(−)-α-Pinene, (1S,5S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, (1S,5S)-2-Pinene

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
7785-26-4
Molecular Weight:
136.23
NACRES:
NA.22
PubChem Substance ID:
24856583
eCl@ss:
39011007
UNSPSC Code:
12352002
EC Number:
232-077-3
MDL number:
MFCD00064145
Beilstein/REAXYS Number:
1903790
Assay:
99%
Form:
liquid

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(−)-α-Pinene, 99%, optical purity ee: ≥86% (GLC)

InChI key

GRWFGVWFFZKLTI-IUCAKERBSA-N

InChI

1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m0/s1

SMILES string

CC1=CCC2CC1C2(C)C

vapor density

4.7 (vs air)

vapor pressure

~3 mmHg ( 20 °C)

assay

99%

form

liquid

optical activity

[α]20/D −50.0 to −46.0°, neat

optical purity

ee: ≥86% (GLC)

autoignition temp.

491 °F

refractive index

n20/D 1.465 (lit.)

bp

155-156 °C (lit.)

mp

-64 °C (lit.)

density

0.855 g/mL at 25 °C

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

(−)-α-Pinene can be used:
  • To prepare chiral γ-amino alcohols, which are used as catalysts for the preparation of chiral 1-aryl-1-propanols using aromatic aldehydes.
  • As a substrate in the study of its t-BuOOH mediated oxidation catalyzed by Co(II) complex.
  • As a starting material for the synthesis of polyfunctionalized cyclobutane derivatives.

General description

α-Pinene is a monoterpene used in industries like fragrance, pharmaceuticals, flavor, and cosmetics. It is a major component of pine oil and turpentine oil. Isomerization of α-pinene yields industrially important compounds like camphene, limonene, and p-cymene.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

88.3 °F

flash_point_c

31.3 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBV3895V
MKBC2372
10829MH
00402ME
02905LE

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

Co (II) catalysed oxidation of alpha-pinene by molecular oxygen: Part III
Lajunen MK
J. Mol. Catal. A: Chem., 169(1-2), 33-40 (2001)
Isomerisation of alpha-pinene using modified montmorillonite clays
Yadav MK, et al.
J. Mol. Catal. A: Chem., 216(1), 51-59 (2004)
Divergent routes to chiral cyclobutane synthons from (−)-alpha-pinene and their use in the stereoselective synthesis of dehydro amino acids
Moglioni AG, et al.
The Journal of Organic Chemistry, 65(13), 3934-3940 (2000)
Isomerization of alpha-pinene over dealuminated ferrierite-type zeolites
Rachwalik R, et al.
J. Catal., 252(2), 161-170 (2007)
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)

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