CAS: 583-59-5
SKU: S1728
2-Methyl cyclohexanol | SKU: S1728
Synonyms: o-Methylcyclohexanol; 2-Methylcyclohexyl alcohol; Hexahydro-o-cresol; Methylcyclohexanol (2-); mixed isomers
2-Methylcyclohexanol, also called o-methylcyclohexanol or hexahydro-o-cresol, is a secondary alicyclic alcohol supplied as a mixture of its cis and trans isomers. It is a clear, colourless liquid with a reference assay of 99%, a boiling range of 163–166 °C and a density of 0.93 g/mL at 25 °C. The combination of a six-membered ring, a secondary hydroxyl and a neighbouring methyl group gives the molecule a useful balance of solvency, volatility and reactivity. Manufacturers use it as a solvent and blending component in coatings and cleaning formulations, as an intermediate for 2-methylcyclohexanone and 2-methylcyclohexyl esters, and as a starting material in fine-chemical synthesis. In teaching and research laboratories it is a classic substrate for dehydration and stereochemistry experiments. Sarchem Labs supplies 2-methylcyclohexanol (SKU S1728) for industrial formulators, flavour-and-fragrance chemists and research groups. Every lot ships with a Certificate of Analysis and Safety Data Sheet, and the liquid can be quoted from laboratory volumes to drum quantities.

Specifications

AppearanceN/A
Content of ZincN/A
Boiling Point163–166°C (lit.)
Melting PointN/A
Vapor PressureN/A
% Volatile by WeightN/A
Solubility in WaterN/A
Density0.93 g/mL at 25°C (lit.)
pH of Liquid, Typical (10% soln)N/A
Specific Gravity ApproxN/A
OdorN/A
pHN/A
Flash Point59°C (138.2°F), closed cup
Ignition temperatureN/A
Lower exposure limitN/A
Upper exposure limitN/A
ColorColourless
Linear FormulaCH3C6H10OH
Formula Weight114.19
Physical FormClear Liquid at 20°C
Chemical Name or Material2-Methylcyclohexanol (cis- and trans- mixture)
UN Number2617
Molecular Weight114.19 g/mol
SMILES StringCC1CCCCC1O
Refractive Indexn20/D 1.462 (lit.)
Assay99%
CAS Number583-59-5
EC Number209-512-0
Empirical FormulaC7H14O
NACRESNA.22
PubChem Substance ID24849284
UNSPSC Code12352100
MDL NumberMFCD00001443
InChI1S/C7H14O/c1-6-4-2-3-5-7(6)8/h6-8H,2-5H2,1H3
InChI KeyNDVWOBYBJYUSMF-UHFFFAOYSA-N
PubChem CID11418
Beilstein/REAXYS Number1847535
Quality Level100
Functional GroupsHydroxyl
FormLiquid (clear liquid at 20°C)
Isomer CompositionMixture of cis and trans
ApplicationsSolvent and coating formulation: a slow-evaporating alicyclic alcohol used as a solvent and blending component for lacquers, resins, cleaning products and industrial formulations.

Applications

Solvent and coating formulation: a slow-evaporating alicyclic alcohol used as a solvent and blending component for lacquers, resins, cleaning products and industrial formulations.
Fragrance and flavour intermediates: esterifies to 2-methylcyclohexyl acetate and related esters used in fragrance compounding.
Ketone and fine-chemical synthesis: oxidation gives 2-methylcyclohexanone, a building block for pharmaceuticals, agrochemicals and specialty intermediates.
Elimination and mechanism teaching: acid-catalysed dehydration to methylcyclohexenes, with 1-methylcyclohexene as the Zaitsev product, is a standard undergraduate demonstration of regioselectivity.
Biocatalysis research: used to study the effect of organic solvents on epoxide hydrolase activity.
Stereochemical analysis: the cis/trans isomer pair is a well-known test case for gas-chromatographic separation and NMR assignment of ring conformations.

Product Description

What is 2-Methylcyclohexanol?

2-Methylcyclohexanol is a cyclohexane ring carrying a hydroxyl group on one carbon and a methyl group on the adjacent carbon. It has the formula C7H14O (linear form CH3C6H10OH) and a molecular weight of 114.19 g/mol. Because the two substituents create two stereocentres, the compound exists as cis and trans diastereomers, and the commercial material is sold as a mixture whose exact ratio can vary by lot.

Sigma-Aldrich lists the reference grade as a 99% liquid with a refractive index of n20/D 1.462, a boiling range of 163–166 °C and a density of 0.93 g/mL at 25 °C. Its flash point is 59 °C by the closed-cup method, which places it among the combustible liquids that are flammable in practice at moderately elevated temperatures.

Uses of 2-Methylcyclohexanol

Industrially, 2-methylcyclohexanol is produced by hydrogenating o-cresol and is used where a moderately polar, low-volatility alcohol is needed. As a solvent it dissolves resins, oils and waxes; as an intermediate it provides the alcohol component for esters used in fragrance and specialty formulations, and the precursor to 2-methylcyclohexanone through oxidation.

In research and teaching, the compound is valued for its stereochemistry. Its dehydration over acid, its oxidation, and its conversion to tosylates and halides are used to illustrate E1, E2 and SN2 behaviour in substituted cyclohexanes, and the cis and trans isomers show different reactivity because the methyl group prefers the equatorial position. Biochemists have also used it as a substrate when studying enzyme performance in organic solvents.

Buying and Handling Considerations

Because the product is an isomer mixture, check the cis/trans ratio on the Certificate of Analysis if your process is stereochemistry-sensitive; a single-isomer grade is a separate product. Store the liquid in tightly closed containers in a cool, well-ventilated place away from ignition sources, and ground containers during bulk transfers. It ships under UN 2617 (methylcyclohexanols, flammable liquid), so shipping follows flammable-liquid rules.

Safety Information

Based on Sigma-Aldrich’s verified classification (153087).

  • Pictograms / Signal Word: GHS02 (flame), GHS07 (exclamation mark) | Warning
  • Hazard Statements: H226 (flammable liquid and vapour), H302 (harmful if swallowed)
  • Hazard Classification: Flam. Liq. 3, Acute Tox. 4 Oral
  • Precautionary Statements: P210, P233, P240, P241, P242, P301 + P312
  • Storage Class: 3 – Flammable liquids | Flash Point: 59°C (138.2°F), closed cup
  • PPE: Eyeshields, faceshields, gloves, type ABEK (EN14387) respirator filter

Keep away from heat, sparks and open flames, use explosion-proof equipment and non-sparking tools, and ground containers when transferring. Use with adequate ventilation and avoid contact with strong oxidisers.

Related Products

FAQs: 2-Methyl cyclohexanol

It is used as a solvent and blending component in coatings and cleaning products, as a precursor to 2-methylcyclohexanone and 2-methylcyclohexyl esters for fragrance and fine-chemical work, and as a teaching and research substrate for dehydration and stereochemistry studies.

The molecule has two stereocentres, so two diastereomers exist: cis, with the hydroxyl and methyl groups on the same face of the ring, and trans, with them on opposite faces. The commercial product contains both, in a ratio that can vary by lot.

The boiling range is 163–166 °C, the density is 0.93 g/mL at 25 °C and the closed-cup flash point is 59 °C. The molecular weight is 114.19 g/mol.

Yes. It is a Category 3 flammable liquid (H226) and harmful if swallowed (H302). Keep it away from ignition sources and use proper grounding and ventilation.

It gives methylcyclohexenes. The more substituted alkene, 1-methylcyclohexene, is the major (Zaitsev) product, with smaller amounts of 3-methylcyclohexene and methylenecyclohexane.

The product ships under UN 2617 (methylcyclohexanols), a flammable liquid. Follow flammable-liquid packaging and labelling rules.

Yes. SKU S1728 is supplied with a lot-specific Certificate of Analysis and Safety Data Sheet, and Sarchem Labs provides quotes from laboratory packs to bulk volumes.