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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:
4497-92-1
Molecular Weight:
136.23
Beilstein/REAXYS Number:
2038651
EC Number:
224-792-4
MDL number:
MFCD00066416
UNSPSC Code:
12352002
PubChem Substance ID:
24853894
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
GHS02

signalword

Warning

hcodes

H226

pcodes

P210

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Haocheng Liu et al.
Foods (Basel, Switzerland), 9(1) (2020-01-16)
Mangoes (Mangifera indica L.) are wildly cultivated in China with different commercial varieties; however, characterization of their aromatic profiles is limited. To better understand the aromatic compounds in different mango fruits, the characteristic aromatic components of five Chinese mango varieties

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