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Merck

232386

(+)-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
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
224-792-4
Beilstein/REAXYS Number:
2038651
MDL number:
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Product Name

(+)-2-Carene, 97%

InChI key

IBVJWOMJGCHRRW-BDAKNGLRSA-N

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

SMILES string

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

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.)

Quality Level

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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.

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.

pictograms

Flame

signalword

Warning

hcodes

pcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

100.4 °F - closed cup

flash_point_c

38 °C - closed cup

ppe

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


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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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