Methylenecyclohexane

Methylenecyclohexane

Names
Preferred IUPAC name Methylidenecyclohexane
Other names Methylenecyclohexane
Identifiers
CAS Number	1192-37-6  Y
3D model (JSmol)	Interactive image
ChemSpider	13846  Y
ECHA InfoCard	100.013.412
EC Number	214-752-4
PubChem CID	14502
UNII	ET4NT9H9LB  Y
CompTox Dashboard (EPA)	DTXSID4061595
InChI InChI=1S/C7H12/c1-7-5-3-2-4-6-7/h1-6H2 Y Key: YULMNMJFAZWLLN-UHFFFAOYSA-N Y InChI=1/C7H12/c1-7-5-3-2-4-6-7/h1-6H2 Key: YULMNMJFAZWLLN-UHFFFAOYAJ
SMILES C=C1CCCCC1
Properties
Chemical formula	C7H12
Molar mass	96.170 g/mol
Boiling point	102 to 103 °C (216 to 217 °F; 375 to 376 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y  verify  (what is  YN ?) Infobox references

Methylenecyclohexane (IUPAC name: methylidenecyclohexane) is an organic compound with the molecular formula C₇H₁₂.

Synthesis

It can be produced by a Wittig reaction or a reaction with a Tebbe's reagent from cyclohexanone. ^{[1] [2] [3]} It can also be synthesized as a side product of the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene.

Structure

Methylenecyclohexane is an unsaturated hydrocarbon, containing a cyclohexane ring with a methylene (methylidine) group attached.

See also

• Methylcyclohexane
• Methylenecyclopropane

References

1. Wittig, George; Schoellkopf, U. (1960). "Methylenecyclohexane" . Organic Syntheses. 40: 66. doi:10.15227/orgsyn.040.0066.
2. Mark, Herman F. (2007). Encyclopedia of Polymer Science and Technology, Concise. Hoboken, New Jersey: John Wiley & Sons. p. 682. ISBN   978-0-470-04610-4. I this way, cyclohexanone is transformed into methylenecyclohexene and benzaldehyde into stryene.
3. Dalton, David R. (August 4, 2011). Foundations of Organic Chemistry: Unity and Diversity of Structures, Pathways, and Reactions. John Wiley & Sons. pp. 819–820. ISBN   978-1-118-00538-5. Now, when cyclohexanone is added to the solution in which the [Tebbe] reagent has been generated, reaction occurs to produce methylenecyclohexane and triphenylphosphine oxide