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441619 Aldrich

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

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

  •  Beilstein Registry Number 1902767

  •  EC Number 207-856-6

  •  MDL number MFCD00066417

  •  PubChem Substance ID 24867688

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Properties

Related Categories Alkenes, Asymmetric Synthesis, Cell Biology, Chemical Synthesis, Chiral Building Blocks,
InChI Key   BQOFWKZOCNGFEC-BDAKNGLRSA-N
assay   99%
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.)

Description

Packaging

1, 5 g in glass bottle

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.

General description

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

Price and Availability


All labs need water
Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 2319 3 / PGIII
WGK Germany 
3
Flash Point(F) 
131 °F
Flash Point(C) 
55 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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