441619

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

99%

• Synonym(s): (+)-3-Carene, (1S)-3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene
• Empirical Formula (Hill Notation): C₁₀H₁₆
• CAS Number: 498-15-7
• Molecular Weight: 136.23
• Beilstein: 1902767
• EC Number: 207-856-6
• MDL number: MFCD00066417
• PubChem Substance ID: 24867688
• NACRES: NA.22

Properties

• Quality Level: 200
• 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

Description

General description

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

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.

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.

Packaging

1, 5 g in glass bottle