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CS-W001157 4
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Ethyl 2-hydroxy-6-methylbenzoate

  • CAS No. 6555-40-4

  • Cat. No. CS-W017212
  • Purity≥97%
  • MDL No.MFCD01194299

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

Ethyl 2-hydroxy-6-methylbenzoate|CS-W017212

Structure of 6555-40-4

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General Information

  • CAS No. 6555-40-4
  • Cat. No. CS-W017212
  • Purity ≥97%
  • MDL No. MFCD01194299
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₃
  • Molecular Weight 180.20
  • Synonym(s) 6-Methylsalicylic Acid Ethyl Ester
  • SMILES OC1=CC=CC(C)=C1C(OCC)=O

Description

Ethyl 2-hydroxy-6-methylbenzoate features a hydroxyl group ortho to the ester and a methyl substituent at the para position, enabling unique electronic modulation. This structural arrangement supports direct functionalization in synthetic routes and enhances solubility in polar organic media. The compound serves as a stable, bench-ready building block for bioactive molecule synthesis.

Application

Ethyl 2-hydroxy-6-methylbenzoate serves as a versatile synthetic intermediate for the construction of substituted benzothiophenes and other heterocyclic scaffolds. Its ortho-hydroxy and methyl groups enable directed metalation and selective functionalization, while the ester moiety supports broad compatibility with standard coupling and reduction protocols. Bench-stable and readily purified by crystallization, it functions effectively in multi-step synthesis workflows requiring regioselective derivatization.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 127, # 24 p. 8872 - 8888
  • Route2
    • null|null
      123-73-9
    • In-stock
      Ethyl 2-chloroacetoacetate|CS-W018512
      609-15-4
    • ~64%
    • In-stock
      Ethyl 2-hydroxy-6-methylbenzoate|CS-W017212
      6555-40-4

    References

    • US6441219 B1, ;
  • Route3
    • Ethyl 3-methyl-5-cyclohexen-1-one-2-carboxylate|CS-0210280
      3419-32-7
    • ~82%
    • In-stock
      Ethyl 2-hydroxy-6-methylbenzoate|CS-W017212
      6555-40-4

    References

    • Synthesis, , # 10 p. 814 - 815

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.87732
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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