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Bornylene

Bornylene
Names
Other names
1,7,7-Trimethylbicyclo[2.2.1]hept-2-ene, 2-bornene
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C10H16/c1-9(2)8-4-6-10(9,3)7-5-8/h4,6,8H,5,7H2,1-3H3
    Key: KUKRLSJNTMLPPK-UHFFFAOYSA-N
  • C1=CC2(C)CCC1C2(C)C
Properties
C10H16
Molar mass 136.238 g·mol−1
Appearance colorless solid
Density 0.898 g/cm3
Melting point 113 °C (235 °F; 386 K)
Boiling point 146–7 °C (295–45 °F; 419–280 K) 0.898
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bornylene is an organic compound classified as a terpenoid. It is a bicyclic alkene related structurally to the more common norbornene, which lacks the three methyl groups found in bornylene. It is chiral, but only one enantiomer is common in nature. It occurs widely as a component of the volatile organic compounds emitted by forests.[1]

It can be derived synthetically from camphor via its tosylhydrazone.[2]

References

  1. ^ Isidorov, V.A.; Zenkevich, I.G.; Ioffe, B.V. (1985). "Volatile organic compounds in the atmosphere of forests". Atmospheric Environment. 19 (1): 1–8. Bibcode:1985AtmEn..19....1I. doi:10.1016/0004-6981(85)90131-3.
  2. ^ Shapiro, Robert H.; Duncan, J. H. (1971). "2-Bornene". Organic Syntheses. 51: 6. doi:10.15227/orgsyn.051.0066.

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