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CS-W001157 4
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5-Methoxy-2-methylbenzoic acid

  • CAS No. 3168-59-0

  • Cat. No. CS-W006228
  • Purity≥98%
  • MDL No.MFCD01846081

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

5-Methoxy-2-methylbenzoic acid|CS-W006228

Structure of 3168-59-0

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General Information

  • CAS No. 3168-59-0
  • Cat. No. CS-W006228
  • Purity ≥98%
  • MDL No. MFCD01846081
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) 5-methoxy-2-methyl benzoic acid
  • SMILES C1=C(C(=CC=C1OC)C)C(=O)O

Description

5-Methoxy-2-methylbenzoic acid features a strategically positioned methoxy group and methyl substituent that enhance electronic modulation and steric control. This aromatic carboxylic acid serves as a key scaffold in medicinal chemistry, enabling direct incorporation into bioactive molecules through efficient coupling reactions under standard conditions.

Application

5-Methoxy-2-methylbenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering a well-defined aromatic scaffold with orthogonal functional groups. Its carboxylic acid enables direct derivatization via amide, ester, or acyl chloride formation, while the methoxy and methyl substituents provide predictable electronic and steric modulation. The compound exhibits excellent bench stability and facilitates straightforward purification by recrystallization or chromatography, supporting reliable integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Giri, Ramesh; Maugel, Nathan; Li, Jiao-Jie; Wang, Dong-Hui; Breazzano, Steven P.; Saunders, Lindsey B.; Yu, Jin-Quan Journal of the American Chemical Society, 2007 , vol. 129, # 12 p. 3510 - 3511
  • Route2
    • In-stock
      5-Hydroxy-2-methylbenzoic acid|CS-W007887
      578-22-3
    • null|null
      77-78-1
    • ~57%
    • In-stock
      5-Methoxy-2-methylbenzoic acid|CS-W006228
      3168-59-0

    References

    • Herzog, Beat; Neier, Reinhard Arkivoc, 2011 , vol. 2011, # 6 p. 29 - 44
  • Route3
    • null|null
      852623-12-2
    • ~%
    • In-stock
      5-Methoxy-2-methylbenzoic acid|CS-W006228
      3168-59-0

    References

    • Journal of Organic Chemistry, , vol. 72, # 9 p. 3419 - 3429

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   1.70182
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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