Methylenecyclohexane (IUPAC name: methylidenecyclohexane) is an organic compound with the molecular formula C
7H
12.
Synthesis
It can be produced by a
Wittig reaction
The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig reactions are most commonly used to convert aldehydes and ketones to alkenes. Mos ...
or a reaction with a
Tebbe's reagent
Tebbe's reagent is the organometallic compound with the formula (C5H5)2TiCH2ClAl(CH3)2. It is used in the methylenation of carbonyl compounds, that is it converts organic compounds containing the R2C=O group into the related R2C=CH2 derivative. It ...
from
cyclohexanone.
It can also be synthesized as a side product of the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene.
Structure
Methylenecyclohexane is an
unsaturated hydrocarbon
In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic, and their odors are usually weak or ...
, containing a
cyclohexane ring with a
methylene (methylidine) group attached.
See also
*
Methylcyclohexane
Methylcyclohexane (cyclohexylmethane) is an organic compound with the molecular formula is CH3C6H11. Classified as saturated hydrocarbon, it is a colourless liquid with a faint odor. Methylcyclohexane is used as a solvent. It is mainly converted ...
*
Methylenecyclopropane
Methylenecyclopropane is an organic compound with the formula (CH2)2CCH2. It is a colourless easily condensed gas that is used as a reagent in organic synthesis.
Synthesis
Methylenecyclopropane can be synthesised via an intramolecular cyclisatio ...
References
{{Reflist
Vinylidene compounds
Hydrocarbons