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CS-W001157 4
Total: USD 88.00

(1R,2S)-rel-Cyclohex-4-ene-1,2-dicarboxylic acid

  • CAS No. 2305-26-2

  • Cat. No. CS-W013232
  • Purity≥98%
  • MDL No.MFCD00070482

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

(1R,2S)-rel-Cyclohex-4-ene-1,2-dicarboxylic acid|CS-W013232

Structure of 2305-26-2

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General Information

  • CAS No. 2305-26-2
  • Cat. No. CS-W013232
  • Purity ≥98%
  • MDL No. MFCD00070482
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀O₄
  • Molecular Weight 170.16
  • Synonym(s) cis-Δ4-Tetrahydrophthalic Acid
  • SMILES O=C(O)[C@@]1([H])CC=CC[C@@]1([H])C(O)=O.[Relative stereochemistry]

Description

This chiral cyclohexene dicarboxylic acid features a rigid, strained ring system with defined stereochemistry at the 1 and 2 positions. The conjugated diene moiety enables participation in Diels-Alder reactions, while the carboxylic acid groups serve as anchor points for derivatization. Bench-stable and moisture-tolerant, it facilitates access to complex cyclic architectures in synthetic organic chemistry and materials design.

Application

(1R,2S)-rel-Cyclohex-4-ene-1,2-dicarboxylic acid serves as a versatile chiral building block in asymmetric synthesis, enabling stereoselective transformations via its rigid bicyclic framework. Its conjugated diene system facilitates Diels–Alder reactions, while the carboxylic acid functionalities offer direct handles for derivatization or salt formation. Bench-stable and readily purified by recrystallization, it functions effectively in natural product synthesis, catalyst design, and pharmaceutical intermediate development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   0.738
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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