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CS-W001157 4
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(E)-4-Chlorobut-2-enoic acid

  • CAS No. 26340-58-9

  • Cat. No. CS-0368704
  • Purity≥95%
  • MDL No.None

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

(E)-4-Chlorobut-2-enoic acid|CS-0368704

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General Information

  • CAS No. 26340-58-9
  • Cat. No. CS-0368704
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅ClO₂
  • Molecular Weight 120.53
  • Synonym(s) trans-4-chlorocrotonic acid
  • SMILES OC(/C=C/CCl)=O

Description

(E)-4-Chlorobut-2-enoic acid features a conjugated enoic acid system with a chlorine substituent at the C4 position, enabling direct participation in Michael additions and Diels–Alder reactions. The trans geometry stabilizes the double bond, enhancing synthetic utility in building complex molecular architectures under mild conditions.

Application

(E)-4-Chlorobut-2-enoic acid serves as a versatile building block for the synthesis of substituted pyrroles and other heterocyclic scaffolds via [3+2] cycloaddition or Paal–Knorr-type cyclizations. Its conjugated enoic acid structure provides stability and facilitates electrophilic functionalization at the β-position, while the chlorine atom offers a handle for nucleophilic substitution or metal-catalyzed cross-coupling reactions. The compound exhibits good bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H290-H314
Precautionary Statements : P234-P260-P264-P280-P301+P330+P331-P304+P340-P363-P390-P405-P406-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.5021
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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