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

ALDRICH/441619 - 99%

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

CAS Number: 498-15-7
Empirical Formula (Hill Notation): C10H16
Molecular Weight: 136.23
EC Number: 207-856-6
MDL Number: MFCD00066417
Linear Formula: C10H16
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-441619-1G 1 g
$0.00
1/EA
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45-441619-5G 5 g
$154.00
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assay 99%
bp 170-172 °C (lit.)
density 0.865 g/mL at 25 °C (lit.)
form liquid
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
optical activity [α]20/D +17°, neat
refractive index n20/D 1.472 (lit.)
SMILES string [H][C@@]12CC=C(C)C[C@]1([H])C2(C)C
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). It may be used as a starting material in the total synthesis of (+)-ingenol. 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.
Application: 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. Has been converted to its corresponding allenyl allylic ether for studies of its thermal isomerization chemistry. Precursor to di(4-isocaranyl)borane, an asymmetric hydroboration reagent for olefins.
General description: (1S)-(+)-3-Carene is a monoterpene.
Packaging: 1, 5 g in glass bottle
Purity 99%
bp 170-172 °C (lit.)
Density 0.865 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.472 (lit.)
UNSPSC 12352205

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