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CS-W001157 4
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Methyl 4-chloro-3-hydroxybenzoate

  • CAS No. 166272-81-7

  • Cat. No. CS-W003784
  • Purity≥98%
  • MDL No.MFCD11505968

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

Methyl 4-chloro-3-hydroxybenzoate|CS-W003784

Structure of 166272-81-7

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General Information

  • CAS No. 166272-81-7
  • Cat. No. CS-W003784
  • Purity ≥98%
  • MDL No. MFCD11505968
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₃
  • Molecular Weight 186.59
  • Synonym(s) Benzoic acid, 4-chloro-3-hydroxy-, methyl ester
  • SMILES COC(C1=CC(O)=C(Cl)C=C1)=O

Description

Methyl 4-chloro-3-hydroxybenzoate features a strategically positioned hydroxyl group flanking a chlorinated aromatic ring, enabling selective derivatization in synthetic sequences. This electron-deficient ester integrates readily into complex molecular architectures under standard conditions.

Application

Methyl 4-chloro-3-hydroxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the phenolic hydroxyl group. The ortho-chloro and ester functionalities provide orthogonal reactivity for palladium-catalyzed coupling, electrophilic substitution, or selective derivatization. Bench-stable and readily purified by recrystallization, it facilitates efficient access to substituted benzene scaffolds relevant to pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • XenoPort, Inc. Patent: US2010/267676 A1, 2010 ; Location in patent: Page/Page column 54 ; US 20100267676 A1
  • Route2
    • null|null
      67-56-1
    • In-stock
      4-Chloro-3-hydroxybenzoic acid|CS-W005466
      34113-69-4
    • ~90%
    • In-stock
      Methyl 4-chloro-3-hydroxybenzoate|CS-W003784
      166272-81-7

    References

    • Yamawaki; Bukovac; Sunami Chemical and Pharmaceutical Bulletin, 1994 , vol. 42, # 11 p. 2365 - 2369
  • Route3
    • null|null
      67-56-1
    • 2-Chloro-5-(trifluoromethyl)phenol|CS-W010582
      40889-91-6
    • ~88%
    • In-stock
      Methyl 4-chloro-3-hydroxybenzoate|CS-W003784
      166272-81-7

    References

    • WYETH Patent: WO2005/12291 A1, 2005 ; Location in patent: Page/Page column 66 ; WO 2005/012291 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
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

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.8322
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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