Caryophyllene



Caryophyllene
IUPAC name 4,11,11-trimethyl-8-methylene-
bicyclo[7.2.0]undec-4-ene
Identifiers
CAS number 87-44-5
Properties
Molecular formula C15H24
Molar mass 204.36 g/mol
Density 0.9052 g/cm3
Boiling point

262-264 °C; 129-130 °C (14 mm Hg)

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Caryophyllene, or (−)-β-caryophyllene, is a natural bicyclic cyclobutane ring, a rarity in nature.

Caryophyllene is one of the chemical compounds that contributes to the spiciness of black pepper.

The first total synthesis of caryophyllene in 1964 by E.J. Corey was considered one of the classic demonstrations of the possibilities of synthetic organic chemistry at the time.[1]

References

  1. ^ E. J. Corey, Rajat B. Mitra, and Hisashi Uda (1964). "Total Synthesis of d,l-Caryophyllene and d,l-Isocaryophyllene". J. Am. Chem. Soc. 86 (3): 485-492.
 
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