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CS-W001157 4
Total: USD 88.00

4-​Chloro-​2-​butenoic acid

  • CAS No. 16197-90-3

  • Cat. No. CS-0139553
  • Molecule weight120.53
  • Purity≥97%
  • MDL No.None

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

4-​Chloro-​2-​butenoic acid|CS-0139553

Structure of 16197-90-3

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General Information

  • CAS No. 16197-90-3
  • Cat. No. CS-0139553
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅ClO₂
  • Molecular Weight 120.53
  • Synonym(s) AMMA-CHLOROCROTONICACID
  • SMILES O=C(O)/C=C/CCl

Description

4-Chloro-2-butenoic acid features a conjugated double bond system adjacent to the carboxylic acid group, enhancing its reactivity in Michael additions and enolate chemistry. The chlorine substituent imparts electron-withdrawing character, stabilizing adjacent anionic intermediates. This structure enables efficient incorporation into complex synthetic scaffolds under mild conditions.

Application

4-Chloro-2-butenoic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted pyrrolidines and other nitrogen-containing heterocycles via Michael addition or cyclization protocols. Its conjugated enoic acid functionality offers enhanced reactivity in nucleophilic additions and facilitates straightforward derivatization under mild conditions. The molecule exhibits good bench stability and is amenable to purification by standard chromatographic techniques, making it well-suited for iterative synthesis 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   0.866
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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