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CS-W001157 4
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rel-(1R,3S)-Cyclohexane-1,3-dicarboxylic acid

  • CAS No. 2305-31-9

  • Cat. No. CS-0047351
  • Purity≥97%
  • MDL No.MFCD01311240

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

rel-(1R,3S)-Cyclohexane-1,3-dicarboxylic acid|CS-0047351

Structure of 2305-31-9

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General Information

  • CAS No. 2305-31-9
  • Cat. No. CS-0047351
  • Purity ≥97%
  • MDL No. MFCD01311240
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₄
  • Molecular Weight 172.18
  • Synonym(s) rel-(1R,3S)-1,3-Cyclohexanedicarboxylic acid
  • SMILES O=C([C@H]1C[C@@H](C(O)=O)CCC1)O

Description

rel-(1R,3S)-Cyclohexane-1,3-dicarboxylic acid features a rigid, trans-configured cyclohexane backbone with carboxylic acid groups at the 1 and 3 positions. This stereochemistry imparts enhanced conformational stability and predictable spatial orientation, making it valuable for asymmetric synthesis and molecular scaffold design in medicinal chemistry and materials science.

Application

rel-(1R,3S)-Cyclohexane-1,3-dicarboxylic acid serves as a versatile chiral building block in asymmetric synthesis, enabling stereocontrolled access to substituted cyclohexanes. Its defined relative stereochemistry and bench-stable diacid functionality facilitate efficient derivatization, including esterification, amide formation, and ring-closing metathesis. The molecule functions effectively in the construction of bioactive heterocycles and natural product scaffolds, offering predictable reactivity and compatibility with standard purification methods.

Synthesis

  • Route1
    • In-stock
      Isophthalic acid|CS-0020265
      121-91-5
    • ~%
    • In-stock
      rel-(1R,3S)-Cyclohexane-1,3-dicarboxylic acid|CS-0047351
      2305-31-9
    • null|null
      116724-13-1

    References

    • Chemistry - A European Journal, , vol. 15, # 28 p. 6953 - 6963
  • Route2

    References

    • Chemische Berichte, , vol. 51, p. 777
  • Route3

    References

    • Journal of the Chemical Society, , p. 399,402

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362-P403+P233-P405-P501

Quality Control

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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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