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441619

Sigma-Aldrich

(1S)-(+)-3-Carene

99%

Synonym(s):

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

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1 G
$60.50
5 G
$77.00

About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
Beilstein/REAXYS Number:
1902767
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.22

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assay

99%

form

liquid

optical activity

[α]20/D +17°, neat

refractive index

n20/D 1.472 (lit.)

bp

170-172 °C (lit.)

density

0.865 g/mL at 25 °C (lit.)

SMILES string

[H][C@@]12CC=C(C)C[C@]1([H])C2(C)C

InChI

1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9+/m1/s1

InChI key

BQOFWKZOCNGFEC-BDAKNGLRSA-N

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This Item
23238621986115576
3-Carene 90%

115576

3-Carene

assay

99%

assay

97%

assay

≥98.5% (sum of enantiomers, GC)

assay

90%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

density

0.865 g/mL at 25 °C (lit.)

density

0.862 g/mL at 25 °C (lit.)

density

0.864 g/mL at 20 °C (lit.)

density

0.857 g/mL at 25 °C (lit.)

form

liquid

form

-

form

liquid

form

-

refractive index

n20/D 1.472 (lit.)

refractive index

n20/D 1.476 (lit.)

refractive index

n20/D 1.473

refractive index

n20/D 1.474 (lit.)

bp

170-172 °C (lit.)

bp

167-168 °C (lit.)

bp

170-172 °C (lit.)

bp

168-169 °C/705 mmHg (lit.)

General description

(1S)-(+)-3-Carene is a monoterpene.[1]

Application

(1S)-(+)-3-Carene has been used as a standard during the quantification of components in Lavandula stoechas essential oils by fast gas chromatography-mass spectrometry (FGC-EI/MS).[2] It may be used as a starting material in the total synthesis of (+)-ingenol.[3] It may also be used to synthesize (1S,3S,4S,6R)-3,7,7-trimethyl-4-morpholino-4-yl-bicyclo(4.1.0)heptano-3-ol, which can catalyze the addition of diethylzinc to different aldehydes with high enantioselectivity.[4]
Chiral building block for the preparation of bicyclo[3.2.0]heptenes that are useful intermediates in the synthesis of (+)-lineatin and both enantiomers of capnellene.[5] Has been converted to its corresponding allenyl allylic ether[6] for studies of its thermal isomerization chemistry. Precursor to di(4-isocaranyl)borane, an asymmetric hydroboration reagent for olefins.[7]

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_germany

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

ppe

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


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