4-Methylcyclohexanemethanol

4-Methylcyclohexanemethanol
Names
IUPAC name
(4-Methylcyclohexyl)methanol
Other names
  • 1-(hydroxymethyl)-4-methylcyclohexane
  • 4-methylcyclohexyl-1-carbinol
  • MCHM
  • hexahydro-p-tolyl-carbinol (archaic)
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.131.091
EC Number
  • 609-038-8
UNII
  • InChI=1S/C8H16O/c1-7-2-4-8(6-9)5-3-7/h7-9H,2-6H2,1H3
    Key: OSINZLLLLCUKJH-UHFFFAOYSA-N
  • CC1CCC(CC1)CO
Properties
C8H16O
Molar mass 128.215 g·mol−1
Appearance Colourless liquid
Odor mint-like, licorice-like (trans)
Density 0.9074 g/cm3
Boiling point 202 °C (396 °F; 475 K)
low
1.4617
Hazards
GHS labelling:
Warning
H315, H319, H335
Flash point 80 °C (176 °F; 353 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

4-Methylcyclohexanemethanol (MCHM, systematic name 4-methylcyclohexylmethanol) is an organic compound with the formula CH3C6H10CH2OH. Classified as a saturated higher alicyclic primary alcohol. Both cis and trans isomers exist, depending on the relative positions of the methyl (CH3) and hydroxymethyl (CH2OH) groups on the cyclohexane ring. Commercial samples of MCHM consists of a mixture of these isomers as well as other components that vary with the supplier.

It is a colourless oil with a faint mint-like alcohol odor. The trans isomer has a particularly low odor threshold (~7 ppb in water) and a more licorice-like quality which is not associated with the less detectable cis isomer. Like other 8-carbon alcohols, such as 1-octanol, this compound is only slightly soluble in water but highly soluble in many organic solvents. The solubility of 1-octanol in water is 2.3 grams per liter.