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TCI

CAS 7443-52-9

trans-2-Methylcyclohexanol TCI M0352

trans-2-Methylcyclohexanol TCI M0352

Chemical Identity

CAS No.
7443-52-9
PubChem
CID 24004·SID 87572421
Formula
C7H14O
Molecular weight
114.19 g/mol
Purity
>98.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
trans-(1R,2R)-2-methylcyclohexan-1-ol
SMILES
C[C@@H]1CCCC[C@H]1O
InChIKey
NDVWOBYBJYUSMF-RNFRBKRXSA-N
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TCI M0352 trans-2-Methylcyclohexanol is the diastereomeric partner of the *cis* isomer, supplied with a defined *trans* configuration in which the hydroxyl group and the methyl group sit on opposite faces of the cyclohexane ring plane. The compound serves as a non-heterocyclic building block, a model reaction substrate, and a chromatographic reference standard. Because it is supplied as a single isomer, researchers can place the two diastereomers side by side and compare their behaviour directly — something that is simply not possible when only an ordinary commercial isomer mixture is available.

The property that makes this isomer interesting is its ability to place both substituents in equatorial positions simultaneously in one of its chair conformations. That diequatorial conformation is considerably lower in energy, so the *trans* isomer is generally the more stable of the pair and displays reaction behaviour distinct from the *cis* isomer, particularly in reactions that require an axial orientation of the leaving group. For this reason the isomer pair has become a textbook example for teaching the relationship between conformation, stability, and reaction rate.

In Indonesian laboratories, trans-2-Methylcyclohexanol is most often encountered in university organic chemistry teaching laboratories, in synthetic research groups that build substituted cyclohexane frameworks, and in analytical laboratories that need a defined stereoisomer as a comparison peak. It is a liquid at room temperature and is packaged in unit sizes suited to bench-scale work, which fits the way most academic and institutional laboratories here purchase and consume specialty organic reagents.

  • Non-heterocyclic building block for organic synthesis, providing a stereochemically defined cyclohexane scaffold that lets chemists carry a known *trans* relationship through subsequent transformations.
  • Model substrate for elimination and substitution studies, since the defined *trans* geometry determines whether a leaving group can reach the axial orientation that many of these reactions demand.
  • Chromatographic reference standard, where the single isomer supplies an unambiguous comparison peak that allows analysts to assign and separate *cis* and *trans* signals with confidence.
  • Conformational analysis teaching material, because the diequatorial chair conformation makes it the classic worked example for linking conformation to relative stability in undergraduate courses.
  • Side-by-side diastereomer comparison work, in which having the pure *trans* isomer alongside the *cis* isomer reveals reactivity differences that an ordinary isomer mixture would completely obscure.

Brand TCI
CAS number 7443-52-9
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes supplied in standard TCI catalogue unit sizes
Physical form liquid at room temperature
Storage keep in a cool, well-ventilated chemical store in the tightly closed original container

Store the product in its tightly closed original container in a cool, dry, well-ventilated chemical storage area, away from heat sources, direct sunlight, and incompatible materials such as strong oxidising agents. Glass bottles with chemically resistant closures are appropriate for both storage and dispensing; avoid leaving the container open longer than necessary. Handle the material in a fume hood, wearing safety goggles, a laboratory coat, and suitable chemical-resistant gloves. Keep containers clearly labelled to distinguish the *trans* isomer from the *cis* isomer, and consult the manufacturer's safety data sheet before use and disposal.

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