Skip to Content
Merck
CN

Key Documents

View All Documentation

P45680

(+)-α-Pinene

98%

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
7785-70-8
Molecular Weight:
136.23
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
24898553
EC Number:
232-087-8
Beilstein/REAXYS Number:
2038653
MDL number:
MFCD00001346
Assay:
98%
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

assay

98%

optical activity

[α]/D 35 to 54, neat

optical purity

ee: ≥85% (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

General description

(+)-α-Pinene, a monoterpene, is a bio-jet fuel precursor. It undergoes ozonolysis to produce secondary organic aerosol (SOA) mass.

Application

(+)-α-Pinene can be used:
  • To prepare chiral organoboranes, which are used in the synthesis of optically active compounds and in Suzuki coupling.
  • In the synthesis of chiral pyridine-type N-oxides as catalysts for the allylation of aromatic aldehydes.
  • To synthesize 2,3-pinane diamine, a chiral auxiliary in several catalysts and reagents.

(+)-α-Pinene has been used in a tolerance testing procedure to detect the genes in Marinobacter aquaeolei, for engineering a pinene tolerant Escherichia coli.

Still not finding the right product?

Explore all of our products under (+)-α-Pinene

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

91.4 °F - closed cup

flash_point_c

33 °C - closed cup

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
MKCW0310
MKCT5230
SHBM8127
SHBM4896
SHBM2422

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

Chiral synthesis via organoboranes. 18. Selective reductions. 43. Diisopinocampheylchloroborane as an excellent chiral reducing reagent for the synthesis of halo alcohols of high enantiomeric purity. A highly enantioselective synthesis of both optical isomers of Tomoxetine, Fluoxetine, and Nisoxetine.
Srebnik M, et al.
The Journal of Organic Chemistry, 53(13), 2916-2920 (1988)
New pyridine-derived N-oxides as chiral organocatalysts in asymmetric allylation of aldehydes.
Malkov A V, et al.
J. Mol. Catal. A: Chem., 196(1-2), 179-186 (2003)
Synthesis and characterization of novel chiral 1, 2-diamines derived from α-pinene.
Suzuki T, et al.
Chemistry Letters (Jpn), 34(11), 1476-1477 (2005)
View All Related Papers

Global Trade Item Number

SKUGTIN
P45680-500ML04061837643194
P45680-100ML04061834374817