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CS-W001157 4
Total: USD 88.00

Methyl (E)-4-chloro-3-methoxy-2-butenoate

  • CAS No. 110104-60-4

  • Cat. No. CS-W001859
  • Purity≥95%
  • MDL No.MFCD00071562

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

Methyl (E)-4-chloro-3-methoxy-2-butenoate|CS-W001859

Structure of 110104-60-4

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General Information

  • CAS No. 110104-60-4
  • Cat. No. CS-W001859
  • Purity ≥95%
  • MDL No. MFCD00071562
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉ClO₃
  • Molecular Weight 164.59
  • Synonym(s) methyl (2E)-4-chloro-3-methoxybut-2-enoate
  • SMILES COC(=O)/C=C(/OC)\CCl

Description

Methyl (E)-4-chloro-3-methoxy-2-butenoate is a bench-stable, moisture-tolerant enoate ester featuring a conjugated system that enables efficient Michael additions. This electron-deficient alkene integrates readily into complex molecular architectures, particularly in the synthesis of bioactive heterocycles and natural product analogs.

Application

Methyl (E)-4-chloro-3-methoxy-2-butenoate serves as a versatile Michael acceptor and building block in synthetic organic chemistry. Its conjugated enoate system enables efficient nucleophilic addition reactions, while the chlorine and methoxy groups provide orthogonal reactivity for downstream functionalization. The compound exhibits good bench stability and facilitates clean transformations under standard conditions, making it suitable for constructing complex intermediates in medicinal chemistry and agrochemical synthesis.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      Methyl 4-chloro-3-oxobutanoate|CS-0044248
      32807-28-6
    • ~99%
    • In-stock
      Methyl (E)-4-chloro-3-methoxy-2-butenoate|CS-W001859
      110104-60-4

    References

    • Salgado, Antonio; Boeykens, Mark; Gauthier, Christine; Declercq, Jean-Paul; De Kimpe, Norbert Tetrahedron, 2002 , vol. 58, # 14 p. 2763 - 2775
  • Route2
    • null|null
      41295-64-1
    • ~80%
    • In-stock
      Methyl (E)-4-chloro-3-methoxy-2-butenoate|CS-W001859
      110104-60-4

    References

    • Lonza Ltd. Patent: US4966989 A1, 1990 ;
  • Route3

    References

    • US4906759 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   0.9285
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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