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trans-2-Butene-1,4-dicarboxylic acid

  • CAS No. 4436-74-2

  • Cat. No. CS-0099509
  • Purity≥97%
  • MDL No.MFCD00002785

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

trans-2-Butene-1,4-dicarboxylic acid|CS-0099509

Structure of 4436-74-2

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General Information

  • CAS No. 4436-74-2
  • Cat. No. CS-0099509
  • Purity ≥97%
  • MDL No. MFCD00002785
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₄
  • Molecular Weight 144.13
  • Synonym(s) Dihydromuconic acid; trans-β-Hydromuconic acid
  • SMILES O=C(O)C/C=C/CC(O)=O

Description

Trans-2-butene-1,4-dicarboxylic acid features a rigid, planar trans-alkene linkage that imparts distinct stereochemical control in cycloaddition reactions. This dicarboxylic acid derivative serves as a key building block in the synthesis of conjugated dienes and heterocyclic systems due to its defined geometry and dual acidic functionality.

Application

Trans-2-butene-1,4-dicarboxylic acid serves as a valuable diacid building block in synthetic organic chemistry, enabling the construction of conjugated systems and heterocyclic scaffolds. Its defined stereochemistry and bench-stable nature facilitate reliable use in Diels-Alder reactions, polymer synthesis, and metal coordination chemistry. The compound exhibits excellent functional group tolerance and simplifies purification in standard workflows.

Synthesis

  • Route1

    References

    • EMERY OLEOCHEMICALS GMBH; WESTFECHTEL, Alfred; BEHR, Arno; PEREZ GOMES, Jessica Patent: WO2011/110349 A2, 2011 ; Location in patent: Page/Page column 17 ;
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    References

    • Demole,E.; Stoll,M. Helvetica Chimica Acta, 1962 , vol. 45, p. 692 - 703
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    References

    • Tilborg, W. J. M. van; Smit, C. J. Recueil: Journal of the Royal Netherlands Chemical Society, 1981 , vol. 100, # 11 p. 437 - 438

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   0.492
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   4

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