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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:
4497-92-1
Molecular Weight:
136.23
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
24853894
EC Number:
224-792-4
Beilstein/REAXYS Number:
2038651
MDL number:
MFCD00066416
Assay:
97%

Key Documents

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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

Quality Level

200

bp

167-168 °C (lit.)

density

0.862 g/mL at 25 °C (lit.)

Related Categories

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
GHS02

signalword

Warning

hcodes

H226

pcodes

P210

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

232386-5ML: + 232386-25ML: + 232386-100ML: + 232386-BULK: + 232386-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP2798V
1451951V
1451951
1401959
1307781

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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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