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232386

Sigma-Aldrich

(+)-2-Carene

97%

Synonym(s):

(1S)-3,7,7-Trimethylbicyclo[4.1.0]hept-2-ene

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
Beilstein:
2038651
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D +90.0°, c = 6 in ethanol

refractive index

n20/D 1.476 (lit.)

bp

167-168 °C (lit.)

density

0.862 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6,8-9H,4-5H2,1-3H3/t8-,9+/m1/s1

InChI key

IBVJWOMJGCHRRW-BDAKNGLRSA-N

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General description

(+)-2-Carene is a natural bicyclic monoterpene that is commonly found in the essential oils of various plants, such as rosemary, cedarwood, and pine. In organic synthesis, it is used as a chiral building block for the synthesis of a variety of chiral compounds.

Application

(+)-2-Carene can be used as a chiral building block in the synthesis of chiral non-racemic 2,2-dimethyl-1,3-disubstituted cyclopropane derivatives. It is also used as a reactant in the enantio-selective synthesis of (+)-α-elemene.

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

100.4 °F - closed cup

Flash Point(C)

38 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Codruta Ignea et al.
Nature communications, 10(1), 3799-3799 (2019-08-25)
Synthetic biology efforts for the production of valuable chemicals are frequently hindered by the structure and regulation of the native metabolic pathways of the chassis. This is particularly evident in the case of monoterpenoid production in Saccharomyces cerevisiae, where the

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