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Ethyl 2-chloro-6-hydroxybenzoate

  • CAS No. 112270-06-1

  • Cat. No. CS-W018896
  • Purity≥97%
  • MDL No.MFCD09038111

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

Ethyl 2-chloro-6-hydroxybenzoate|CS-W018896

Structure of 112270-06-1

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General Information

  • CAS No. 112270-06-1
  • Cat. No. CS-W018896
  • Purity ≥97%
  • MDL No. MFCD09038111
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉ClO₃
  • Molecular Weight 200.62
  • Synonym(s) PO20090710-P-570
  • SMILES ClC1=C(C(=O)OCC)C(=CC=C1)O

Description

Ethyl 2-chloro-6-hydroxybenzoate features a hydroxyl group ortho to the ester and a chlorine substituent at the para position, enabling selective derivatization. This electron-deficient aromatic scaffold integrates readily into synthetic sequences requiring orthogonal functional handles. The molecule exhibits enhanced stability under standard conditions and tolerates a range of reaction environments.

Application

Ethyl 2-chloro-6-hydroxybenzoate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl group while maintaining compatibility with standard coupling and protection strategies. The ortho-chloro substituent facilitates palladium-catalyzed cross-coupling reactions, and the ester functionality supports selective transformations under mild conditions. Bench-stable and amenable to purification via recrystallization or column chromatography, it functions effectively in multi-step syntheses of heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1

    References

    • Ple, Patrick A.; Green, Tim P.; Hennequin, Laurent F.; Curwen, Jon; Fennell, Michael; Allen, Jack; Lambert-Van Der Brempt, Christine; Costello, Gerard Journal of Medicinal Chemistry, 2004 , vol. 47, # 4 p. 871 - 887
  • Route2
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      7664-93-9
    • In-stock
      Ethyl 2-amino-6-chlorobenzoate|CS-0042674
      172217-11-7
    • ~%
    • In-stock
      Ethyl 2-chloro-6-hydroxybenzoate|CS-W018896
      112270-06-1

    References

    • EP1292594 B1, ;
  • Route3

    References

    • Yang, Yiqing; Lin, Yun; Rao, Yu Organic Letters, 2012 , vol. 14, # 11 p. 2874 - 2877

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
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   46.53
  • LogP   2.2223
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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