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CS-W001157 4
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cis-Cyclohexane-1,2-dicarboxylic acid

  • CAS No. 610-09-3

  • Cat. No. CS-W017612
  • Purity≥97%
  • MDL No.MFCD00064949

*For research and further manufacturing use only, not for direct human use.

cis-Cyclohexane-1,2-dicarboxylic acid|CS-W017612

Structure of 610-09-3

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General Information

  • CAS No. 610-09-3
  • Cat. No. CS-W017612
  • Purity ≥97%
  • MDL No. MFCD00064949
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₄
  • Molecular Weight 172.18
  • Synonym(s) cis-1,2-Cyclohexanedicarboxylic acidcis-Hexahydrophthalic acid; Cyclohexane-1,2-dicarboxylic acid
  • SMILES C(O)(=O)[C@H]1[C@@H](C(O)=O)CCCC1

Description

cis-Cyclohexane-1,2-dicarboxylic acid features a rigid, fused diacid architecture with adjacent carboxyl groups in a cis configuration. This stereochemistry enables predictable coordination in metal-ligand systems and facilitates use in chiral synthesis. The compound exhibits enhanced solubility in polar solvents compared to its trans isomer and maintains stability under standard bench conditions.

Application

cis-Cyclohexane-1,2-dicarboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of strained and functionalized heterocycles. Its defined stereochemistry facilitates predictable ring fusion and cyclization reactions, while the proximal carboxylic acid groups offer robust handles for derivatization via amide, ester, or anhydride formation. The compound exhibits good bench stability and is readily purified by recrystallization, supporting its use in multi-step syntheses and medicinal chemistry campaigns requiring stereocontrolled scaffolds.

Synthesis

  • Route1

    References

    • Chemistry - A European Journal, , vol. 15, # 28 p. 6953 - 6963
  • Route2
    • cis-Hexahydroisobenzofuran-1,3-dione Perospirone  Impurity|CS-0229219
      13149-00-3
    • ~%
    • In-stock
      cis-Cyclohexane-1,2-dicarboxylic acid|CS-W017612
      610-09-3

    References

    • Journal of Physical Chemistry, , vol. 90, # 17 p. 4119 - 4121
  • Route3
    • null|null
      124-38-9
    • null|null
      110-83-8
    • ~%
    • In-stock
      cis-Cyclohexane-1,2-dicarboxylic acid|CS-W017612
      610-09-3
    • rel-1,2-Cyclohexanedicarboxylic acid|CS-0653459
      2305-32-0

    References

    • Journal of the American Chemical Society, , vol. 115, # 14 p. 6470 - 6471

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P233-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   0.962
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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