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CS-W001157 4
Total: USD 88.00

2-Benzyloxybenzoic acid

  • CAS No. 14389-86-7

  • Cat. No. CS-W001026
  • Purity≥97%
  • MDL No.MFCD00051940

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

2-Benzyloxybenzoic acid|CS-W001026

Structure of 14389-86-7

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General Information

  • CAS No. 14389-86-7
  • Cat. No. CS-W001026
  • Purity ≥97%
  • MDL No. MFCD00051940
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O₃
  • Molecular Weight 228.25
  • Synonym(s) None
  • SMILES O=C(O)C=1C=CC=CC1OCC=2C=CC=CC2

Description

2-(Benzyloxy)benzoic acid features a benzyl ether-linked aromatic carboxylic acid scaffold, combining enhanced solubility with robust stability under standard bench conditions. This functionalized derivative integrates readily into synthetic sequences requiring orthogonal protection strategies and serves as a key intermediate in the construction of bioactive molecules and functionalized materials.

Application

2-(Benzyloxy)benzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The ortho-benzyloxy substituent provides orthogonal protection for phenolic functionalities, while the carboxylic acid group enables direct coupling reactions or derivatization. Its bench-stable nature and compatibility with standard synthetic transformations facilitate efficient route design in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      100-39-0
    • Methyl salicylate, food grade|CS-0890223
      119-36-8
    • ~76%
    • In-stock
      2-Benzyloxybenzoic acid|CS-W001026
      14389-86-7

    References

    • EMISPHERE TECHNOLOGIES, INC. Patent: WO2005/112633 A2, 2005 ; Location in patent: Page/Page column 89 ;
  • Route2
    • Ethyl 2-(benzyloxy)benzoate|CS-0195938
      63888-93-7
    • ~84%
    • In-stock
      2-Benzyloxybenzoic acid|CS-W001026
      14389-86-7

    References

    • Efficient Pharma Management Corporate Patent: US2012/15908 A1, 2012 ; Location in patent: Page/Page column 25 ;
  • Route3
    • null|null
      124-38-9
    • In-stock
      1-(Benzyloxy)-2-bromobenzene|CS-W012468
      31575-75-4
    • ~78%
    • In-stock
      2-Benzyloxybenzoic acid|CS-W001026
      14389-86-7

    References

    • Majmudar, Jaimeen D.; Hodges-Loaiza, Heather B.; Hahne, Kalub; Donelson, James L.; Song, Jiao; Shrestha, Liza; Harrison, Marietta L.; Hrycyna, Christine A.; Gibbs, Richard A. Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 1 p. 283 - 295

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335-H410
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   2.9638
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   4

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