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274399

(−)-α-Pinene

Name: (−)-α-Pinene
Brand: ALDRICH

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

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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

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Properties

vapor density

4.7 (vs air)

Quality Level

100

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

SMILES string

CC1=CCC2CC1C2(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-/m0/s1

InChI key

GRWFGVWFFZKLTI-IUCAKERBSA-N

Description

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.

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.