Date published: 2025-11-17

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2-Methylcyclohexanone (CAS 583-60-8)

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Alternate Names:
Tetrahydro-o-cresol
CAS Number:
583-60-8
Molecular Weight:
112.17
Molecular Formula:
C7H12O
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Methylcyclohexanone, also referred to as 2-methylcyclohexanol, is an organic compound of significant utility in diverse scientific applications. It presents as a colorless liquid with a gentle aroma and exhibits insolubility in water. Within the realm of scientific research, 2-methylcyclohexanone assumes a multifaceted role. It serves as a valuable reagent for synthesizing a wide array of compounds. Furthermore, it functions as a pivotal starting material for the synthesis of heterocyclic compounds like pyridines, quinolines, and indoles. Notably, 2-methylcyclohexanone has also proven instrumental in synthesizing various organometallic compounds, such as palladium complexes. As a highly reactive compound, 2-methylcyclohexanone is amenable to a range of reactions. The most prevalent reaction involves acid-catalyzed dehydration of cyclohexene and cyclohexanone, leading to the formation of 2-methylcyclohexanone and 2-methylcyclohexanol. This reaction is typically conducted at temperatures around 80-90°C and yields a mixture of 2-methylcyclohexanone and 2-methylcyclohexanol. Other reactions that 2-methylcyclohexanone can undergo include nucleophilic substitution, hydrogenation, and oxidation.


2-Methylcyclohexanone (CAS 583-60-8) References

  1. Microwave Spectrum of 2-Methylcyclohexanone.  |  Lee, JE. and Oh, JJ. 2000. J Mol Spectrosc. 199: 124-127. PMID: 10712879
  2. Unfunctionalized, alpha-epimerizable nonracemic ketones and aldehydes can be accessed by crystallization-induced dynamic resolution of imines.  |  Kosmrlj, J., et al. 2003. J Am Chem Soc. 125: 3208-9. PMID: 12630864
  3. STEREOCHEMICAL ASPECTS OF THE METABOLISM OF THE ISOMERIC METHYLCYCLOHEXANOLS AND METHYLCYCLOHEXANONES.  |  ELLIOTT, TH., et al. 1965. Biochem J. 95: 59-69. PMID: 14333568
  4. Reaction of ketones with lithium hexamethyldisilazide: competitive enolizations and 1,2-additions.  |  Zhao, P., et al. 2004. J Am Chem Soc. 126: 3113-8. PMID: 15012141
  5. Spectral and magnetic studies on manganese(II), cobalt(II) and nickel(II) complexes with Schiff bases.  |  Chandra, S. and Kumar, U. 2005. Spectrochim Acta A Mol Biomol Spectrosc. 61: 219-24. PMID: 15556443
  6. Studies of the condensation of sulfones with ketones and aldehydes.  |  Garst, ME., et al. 2006. J Org Chem. 71: 553-6. PMID: 16408963
  7. High-performance liquid chromatographic separation of enantiomers and diastereomers of 2-methylcyclohexanone thiosemicarbazone, and determination of absolute configuration and configurational stability.  |  Cirilli, R., et al. 2007. J Chromatogr A. 1172: 160-9. PMID: 17959189
  8. Biotransformation of (+/-)-2-methylcyclohexanone by fungi.  |  Kawamoto, M., et al. 2008. Biotechnol Lett. 30: 1655-60. PMID: 18427929
  9. New 3H-indole synthesis by Fischer's method. Part I.  |  Sajjadifar, S., et al. 2010. Molecules. 15: 2491-8. PMID: 20428058
  10. The Prins reaction using ketones: rationalization and application toward the synthesis of the portentol skeleton.  |  Jacolot, M., et al. 2012. Org Lett. 14: 58-61. PMID: 22128826
  11. Clathrates of TETROL: Further Aspects of the Selective Inclusion of Methylcyclohexanones in Their Energetically Unfavorable Axial Methyl Conformations.  |  Barton, B., et al. 2015. J Org Chem. 80: 7184-92. PMID: 26066994
  12. ω-Transaminases for the amination of functionalised cyclic ketones.  |  Richter, N., et al. 2015. Org Biomol Chem. 13: 8843-51. PMID: 26194788
  13. Optical Analysis of Reduction Products of 2-Methylcyclohexanone by Aspergillus repens MA0197.  |  Onishi, H., et al. 1996. Biosci Biotechnol Biochem. 60: 486-7. PMID: 27299552

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Methylcyclohexanone, 25 ml

sc-238150
25 ml
$68.00

2-Methylcyclohexanone, 100 ml

sc-238150A
100 ml
$84.00