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CAS 590-67-0

1-Methylcyclohexanol TCI M0328

1-Methylcyclohexanol TCI M0328

Chemical Identity

CAS No.
590-67-0
PubChem
CID 11550·SID 87572400
Formula
C7H14O
Molecular weight
114.19 g/mol
Purity
>97.0%(GC)
Reference databases
ChEBI·ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1-methylcyclohexan-1-ol
SMILES
CC1(CCCCC1)O
InChIKey
VTBOTOBFGSVRMA-UHFFFAOYSA-N
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1-Methylcyclohexanol from TCI is a cyclic tertiary alcohol and one of the most frequently encountered model compounds in organic chemistry teaching and research. Its structure — a cyclohexane ring carrying both a hydroxyl group and a methyl group on the same carbon atom — makes it a textbook example of a tertiary alcohol with pronounced steric hindrance. In the laboratory, the compound serves as a starting material for dehydration reactions, as the reference product of the Grignard reaction between a methylmagnesium halide and cyclohexanone, and as an intermediate for preparing cyclohexene derivatives and tertiary halogenated compounds.

The properties that make 1-methylcyclohexanol a preferred choice are its characteristic behaviour as a tertiary alcohol. It undergoes acid-catalysed dehydration very readily, and it reacts very rapidly along the unimolecular nucleophilic substitution pathway because the tertiary carbocation that forms is comparatively stable. The material presents as a soft solid to a viscous colourless liquid depending on ambient room temperature, with the characteristic odour of an aliphatic alcohol. The absence of a hydrogen atom on the carbon bearing the hydroxyl group means it cannot be oxidised to a ketone or an aldehyde — a property that is itself often exploited as a point of comparison.

In Indonesian laboratories, this building block is used in much the same contexts: undergraduate and postgraduate organic chemistry practicals demonstrating elimination and substitution mechanisms, research groups preparing cyclohexene derivatives and tertiary halides, and analytical work where a well-defined tertiary alcohol is needed as a comparison standard. Because ambient temperatures in Indonesia sit near the point where the material shifts between a soft solid and a viscous liquid, users should expect the physical form in the bottle to vary with storage conditions rather than treat it as a sign of a quality problem.

  • Acid-catalysed dehydration experiments — the tertiary hydroxyl group is eliminated very readily under acid catalysis, giving a clean, reliable demonstration of alkene formation from an alcohol substrate.
  • Grignard reaction verification — it is the expected product of methylmagnesium halide addition to cyclohexanone, so it serves as the authentic reference material against which a synthesised sample is compared.
  • Preparation of cyclohexene derivatives — dehydration of this substrate opens a direct route into methyl-substituted cyclohexene intermediates used in further synthetic sequences.
  • Synthesis of tertiary halogenated compounds — the stable tertiary carbocation it forms makes conversion to tertiary halides fast and efficient along the unimolecular substitution pathway.
  • Oxidation-resistance comparison studies — having no hydrogen on the carbinol carbon, it cannot be oxidised to a ketone or aldehyde, making it an ideal negative control alongside primary and secondary alcohols.

Brand TCI (Tokyo Chemical Industry)
CAS number 590-67-0
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in the standard TCI catalogue pack sizes — please confirm the required size when ordering
Physical form soft solid to viscous colourless liquid, depending on ambient temperature; characteristic aliphatic alcohol odour
Storage keep tightly closed in a cool, dry place away from acids and ignition sources
  • Product code: M0328

Store the container tightly closed in a cool, dry, well-ventilated area, away from direct sunlight, heat, and sources of ignition. Keep it separated from strong acids, since this tertiary alcohol dehydrates readily under acidic conditions. Retain the material in its original supplier packaging or in a tightly sealed glass bottle with a chemically compatible closure; avoid leaving it open, as the compound has a noticeable aliphatic alcohol odour. Handle in a fume hood where practicable, and wear safety glasses, gloves, and a laboratory coat. Note that the material may appear as a soft solid or a viscous liquid depending on storage temperature; gentle warming to a uniform liquid before transfer helps ensure accurate dispensing. Consult the supplier safety data sheet before first use.

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