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1-Methyl-1-cyclohexene (CAS 591-49-1)

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Alternate Names:
2,3,4,5-Tetrahydrotoluene
CAS Number:
591-49-1
Molecular Weight:
96.17
Molecular Formula:
C6H9CH3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1-Methyl-1-cyclohexene, also known as 1-Methylcyclohexene or 1-MCH, is an organic compound boasting a cyclohexene structure and finds widespread application in the realm of organic synthesis. With its sweet, fruity fragrance, this volatile compound is used in diverse fields such as perfumery, flavorings, and fragrances. In the scientific domain, particularly within organic synthesis research, 1-Methyl-1-cyclohexene serves as a valuable synthetic intermediate in creating an array of organic compounds, spanning aldehydes, ketones, and alcohols. Moreover, it plays a pivotal role in agrochemical, and specialty chemical synthesis. The high reactivity of 1-Methyl-1-cyclohexene is harnessed for synthesizing a plethora of organic compounds through a reaction mechanism centering on the formation of a carbocation intermediate, which is subsequently targeted by a nucleophile, resulting in the formation of novel organic products. As a consequence of its versatile applications and significance in laboratory experiments, 1-Methyl-1-cyclohexene stands as a key player in the realm of organic chemistry, facilitating groundbreaking discoveries and innovations in the synthesis of various compounds.


1-Methyl-1-cyclohexene (CAS 591-49-1) References

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  2. Kinetics and products of the reactions of OH radicals with cyclohexene, 1-methyl-1-cyclohexene, cis-cyclooctene, and cis-cyclodecene.  |  Aschmann, SM., et al. 2012. J Phys Chem A. 116: 9507-15. PMID: 22971012
  3. Oxidation of olefins with hydrogen peroxide and tert-butyl hydroperoxide on Ti-beta catalyst.  |  Corma, A., Esteve, P., Martinez, A., & Valencia, S. 1995. Journal of Catalysis. 152(1): 18-24.
  4. Products of the gas‐phase reactions of O (3 P) atoms and O3 with α‐pinene and 1, 2‐dimethyl‐1‐cyclohexene  |  Alvarado, A., Tuazon, E. C., Aschmann, S. M., Atkinson, R., & Arey, J. 1998. Journal of Geophysical Research: Atmospheres. 103(D19): 25541-25551.
  5. Singlet oxygen generation using PDMS occluded dyes  |  Van Laar, F. M. P. R., Holsteyns, F., Vankelecom, I. F. J., Smeets, S., Dehaen, W., & Jacobs, P. A. 2001. Journal of Photochemistry and Photobiology A: Chemistry. 144(2-3): 141-151.
  6. A cationic iridium complex bearing an imidazol-2-ylidene ligand as alkene hydrogenation catalyst  |  Lee, H. M., Jiang, T., Stevens, E. D., & Nolan, S. P. 2001. Organometallics. 20(6): 1255-1258.
  7. Synthesis, characterization and catalytic applications in aqueous-biphase system of a new tungsten complex W (CO) 3 (CH3CN)(TPPTS) 2.  |  Baricelli, P. J., Lopez, J., Lujano, E., & Linares, F. L. 2002. Journal of Molecular Catalysis A: Chemical. 186(1-2): 57-63.
  8. Novel Chiral Sulphonato‐Salen‐Manganese (III)‐Pillared Hydrotalcite Catalysts for the Asymmetric Epoxidation of Styrenes and Cyclic Alkenes  |  Bhattacharjee, S., & Anderson, J. A. 2006. Advanced Synthesis & Catalysis. 348(1‐2): 151-158.
  9. Thermal chemistry of 1-methyl-1-cyclohexene and methylene cyclohexane on Pt (111) single-crystal surfaces  |  Morales, R., & Zaera, F. 2007. The Journal of Physical Chemistry C. 111(49): 18367-18375.
  10. Photocatalytic and catalytic activity of heterogenized W10O324− in the bromide-assisted bromination of arenes and alkenes in the presence of oxygen  |  Molinari, A., Varani, G., Polo, E., Vaccari, S., & Maldotti, A. 2007. Journal of Molecular Catalysis A: Chemical. 262(1-2): 156-163.
  11. "Release and catch" catalysis by tungstate species for the oxidative cleavage of olefins  |  Yoshimura, Y., Ogasawara, Y., Suzuki, K., Yamaguchi, K., & Mizuno, N. 2017. Catalysis Science & Technology. 7(8): 1662-1670.
  12. High-pressure pyrolysis of isoprenoid hydrocarbon p-menthane in a tandem micro-reactor with online GC–MS/FID  |  Gong, S., Wang, Y., Wang, H., Zhang, X., & Liu, G. 2018. Journal of Analytical and Applied Pyrolysis. 135: 122-132.
  13. Experimental and theoretical insight into the soot tendencies of the methylcyclohexene isomers  |  Kim, S., Fioroni, G. M., Park, J. W., Robichaud, D. J., Das, D. D., John, P. C. S.,.. & McCormick, R. L. 2019. Proceedings of the Combustion Institute. 37(1): 1083-1090.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1-Methyl-1-cyclohexene, 5 g

sc-237579
5 g
$26.00

1-Methyl-1-cyclohexene, 25 g

sc-237579A
25 g
$83.00