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CS-W001157 4
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Methyl 3-(hydroxymethyl)benzoate

  • CAS No. 67853-03-6

  • Cat. No. CS-0096392
  • Purity≥98%
  • MDL No.None

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

Methyl 3-(hydroxymethyl)benzoate|CS-0096392

Structure of 67853-03-6

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General Information

  • CAS No. 67853-03-6
  • Cat. No. CS-0096392
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) 3-hydroxymethylbenzoic acid methyl ester
  • SMILES O=C(OC)C1=CC=CC(CO)=C1

Description

Methyl 3-(hydroxymethyl)benzoate features a benzene ring bearing both a methyl ester and a pendant hydroxymethyl group, enabling versatile functionalization. This ortho-substituted aromatic ester offers enhanced solubility in polar solvents and stability under standard bench conditions. The hydroxymethyl moiety facilitates derivatization for synthesis of bioactive compounds, polymer linkers, or fluorescent probes.

Application

Methyl 3-(hydroxymethyl)benzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized benzene derivatives. The pendant hydroxymethyl group facilitates oxidation to the carboxylic acid, reduction to the primary alcohol, or ether formation, while the ester functionality supports cross-coupling and nucleophilic transformations. Its bench-stable nature and compatibility with standard purification protocols make it well-suited for iterative synthesis workflows in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • Georgsson, Jennie; Skoeld, Christian; Botros, Milad; Lindeberg, Gunnar; Nyberg, Fred; Karlen, Anders; Hallberg, Anders; Larhed, Mats Journal of Medicinal Chemistry, 2007 , vol. 50, # 7 p. 1711 - 1715
  • Route2

    References

    • JE IL PHARMACEUTICAL CO., LTD. Patent: WO2004/113281 A1, 2004 ; Location in patent: Page 79 ;
  • Route3

    References

    • ASTRA ZENECA AB; NPS PHARMACEUTICALS, INC. Patent: WO2004/14881 A2, 2004 ; Location in patent: Page 100-101 ; WO 2004/014881 A2

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

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.9655
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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