(1S,2S)-1,2-Cyclohexanedicarboxylic Acid TCI C1954

Chemical Identity

CAS No.: 21963-41-7
PubChem: CID 75315·SID 87558115
Formula: C8H12O4
Molecular weight: 172.18 g/mol
Purity: >98.0%(GC)(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: trans-(1S,2S)-cyclohexane-1,2-dicarboxylic acid
SMILES: C1CCC(C(C1)C(=O)O)C(=O)O
InChIKey: QSAWQNUELGIYBC-WDSKDSINSA-N

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TCI C1954 (1S,2S)-1,2-Cyclohexanedicarboxylic Acid is a chiral cyclic dicarboxylic acid. Its two carboxyl groups sit on adjacent carbon atoms of a cyclohexane ring, in a trans arrangement with the absolute stereochemistry (1S,2S). As a chiral building block, it gives chemists a rigid cyclohexane framework with two defined stereogenic centres. Laboratories use it in asymmetric synthesis, chiral ligand design, optical resolution and the development of materials with chiral structures, where control over three-dimensional arrangement is essential.

Chemists choose this compound for its C2 symmetry, a feature found in many chiral ligands and auxiliaries. Because of this symmetry, its two functional groups are chemically equivalent, which helps simplify reaction outcomes. Standard transformations can convert the two carboxyl groups into anhydrides, esters, amides, diols or diamines while the chiral framework stays intact. The fairly rigid cyclohexane ring holds these groups in a fixed spatial orientation. This matters in catalyst design, in molecular recognition and in forming diastereomeric salts, where predictable geometry directly affects selectivity.

In Indonesia, this material is relevant to researchers in synthetic organic chemistry, asymmetric catalysis, coordination chemistry and polymer science at universities, research institutes and industrial R&D laboratories. Research groups use it to build chiral ligands and catalysts, prepare resolving agents and study stereoselective reactions. Postgraduate and thesis projects in organic and materials chemistry also use it as a well-defined chiral starting point for multistep synthesis, because its consistent stereochemistry supports reliable work that others can reproduce.

TCI brochures (PDF)

Chiral Building Blocks 2025-04-14 · p. 13

Related TCI products

Asymmetric synthesis: its two defined stereogenic centres and rigid trans-cyclohexane framework let it carry chirality into target molecules during multistep synthetic routes.
Chiral ligand design: its C2 symmetry and equivalent carboxyl groups make it a good scaffold for symmetric ligands that simplify how metal complexes coordinate and the selectivity that follows.
Optical resolution: as an enantiopure acid, it can form diastereomeric salts with racemic bases, so the enantiomers can be separated by their different physical properties.
Synthesis of chiral derivatives: standard transformations convert the carboxyl groups into anhydrides, esters, amides, diols or diamines while the original chiral framework stays intact.
Chiral materials development: the rigid ring keeps functional groups in a fixed spatial orientation, which supports research into polymers and structured materials with chiral features.

Brand	TCI (product code C1954)
CAS number	21963-41-7
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes	see the product listing for the options currently offered
Physical form	see the TCI certificate of analysis and safety data sheet (SDS) supplied with the product
Storage	—

Stereochemistry: trans, absolute configuration (1S,2S)

Store this compound in its original, tightly closed container in a cool, dry, well-ventilated place, away from direct sunlight, moisture and incompatible substances such as strong bases and oxidising agents. Follow any specific storage temperature given on the TCI label or SDS. Reseal containers promptly after use to protect the material from humidity and contamination. When handling, wear standard laboratory personal protective equipment, including safety glasses, gloves and a lab coat. Avoid creating or breathing in dust, and work in a fume hood or well-ventilated area. Use clean, dry spatulas and glassware to keep the material pure and its stereochemistry intact. Dispose of residues and waste according to institutional rules and local environmental regulations.

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