Norbornane (also known as bicyclo
.2.1eptane) is an
organic compound and a
saturated
Saturation, saturated, unsaturation or unsaturated may refer to:
Chemistry
* Saturation, a property of organic compounds referring to carbon-carbon bonds
** Saturated and unsaturated compounds
**Degree of unsaturation
** Saturated fat or fatty ac ...
hydrocarbon with
chemical formula C
7H
12. It is a
crystalline compound with a
melting point of 88
°C
The degree Celsius is the unit of temperature on the Celsius scale (originally known as the centigrade scale outside Sweden), one of two temperature scales used in the International System of Units (SI), the other being the Kelvin scale. The ...
. The carbon skeleton is derived from
cyclohexane
Cyclohexane is a cycloalkane with the molecular formula . Cyclohexane is non-polar. Cyclohexane is a colorless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexan ...
ring with a
methylene bridge in the 1,4- position, and is a bridged
bicyclic compound. The compound is a prototype of a class of strained bicyclic hydrocarbons.
The compound was originally synthesized by reduction of
norcamphor.
The name norbornane is derived from
bornane, which is 1,7,7-trimethylnorbornane, being a derivative of
camphor
Camphor () is a waxy, colorless solid with a strong aroma. It is classified as a terpenoid and a cyclic ketone. It is found in the wood of the camphor laurel ('' Cinnamomum camphora''), a large evergreen tree found in East Asia; and in the k ...
(bornanone). The prefix
''nor'' refers to the stripping of the methyl groups from the parent molecule bornane.
See also
*
2-Norbornyl cation
In organic chemistry, the term 2-norbornyl cation (or 2-bicyclo .2.1eptyl cation) describes one of the three carbocations formed from derivatives of norbornane. Though 1-norbornyl and 7-norbornyl cations have been studied, the most extensive studie ...
*
Norbornene
Norbornene or norbornylene or norcamphene is a highly strained bridged cyclic hydrocarbon. It is a white solid with a pungent sour odor. The molecule consists of a cyclohexene ring with a methylene bridge between carbons 1 and 4. The molecule carr ...
*
Norbornadiene
*
Bornane
*
endo-Norborneol
*
exo-Norborneol
*
Norcamphor, the ketone derivative of norbornane
References
{{Reflist
External links
Norbornane in 3DDatasheet at ''Sigma-Aldrich''
Bicycloalkanes
Cyclopentanes