4-methylcyclohexanemethanol

4-Methylcyclohexanemethanol (4-MCHM) is an organic compound with the formula CH3C6H10CH2OH. It is a colorless oil with a faint, sweet odor. The compound is classified as a secondary alcohol and a cyclohexane derivative. It is used in the preparation of coal for coking in the steel industry.

Structure and properties

4-Methylcyclohexanemethanol is a cyclohexane derivative with a methyl group (CH3) and a hydroxymethyl group (CH2OH) attached to the ring. The molecule is chiral, meaning it has a non-superimposable mirror image. The compound exists as two enantiomers, or mirror-image molecules, due to the presence of a chiral center at the carbon atom bearing the hydroxymethyl group.

Production and uses

4-MCHM is used primarily in the coal industry. It is a frothing agent used in the flotation process of coal preparation, which helps to separate coal particles from waste rock. The compound is also used as a solvent in the production of some types of plastics and resins.

Health effects

Exposure to 4-MCHM can cause irritation of the skin, eyes, and respiratory tract. Ingestion can lead to nausea, vomiting, and abdominal pain. Long-term exposure can potentially lead to damage to the liver and kidneys.

Environmental impact

In 2014, a significant spill of 4-MCHM occurred in West Virginia, leading to a ban on the use of tap water for over 300,000 residents. The incident highlighted the potential environmental and health risks associated with the compound.

See also

• Cyclohexanol
• Methylcyclohexane
• Coal preparation plant