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CS-W001157 4
Total: USD 88.00

2-Methoxy-3-nitrobenzoic acid

  • CAS No. 40751-88-0

  • Cat. No. CS-0077570
  • Purity≥98%
  • MDL No.MFCD11044854

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

2-Methoxy-3-nitrobenzoic acid|CS-0077570

Structure of 40751-88-0

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General Information

  • CAS No. 40751-88-0
  • Cat. No. CS-0077570
  • Purity ≥98%
  • MDL No. MFCD11044854
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₅
  • Molecular Weight 197.14
  • Synonym(s) Methylaether-3-nitro-salicylsaeure
  • SMILES OC(C1=C(OC)C([N+]([O-])=O)=CC=C1)=O

Description

2-Methoxy-3-nitrobenzoic acid features a strategically positioned nitro group that enhances electrophilic reactivity, while the methoxy substituent improves solubility and modulates electronic effects. This combination enables efficient coupling in synthetic sequences requiring controlled polarity and stability under standard conditions.

Application

2-Methoxy-3-nitrobenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinoline derivatives, and other heterocyclic scaffolds. The ortho-methoxy and meta-nitro groups provide complementary reactivity for sequential functionalization, while the carboxylic acid facilitates amide coupling or esterification under standard conditions. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring predictable regiochemistry and high functional group tolerance.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY; MOSLIN, Ryan M.; WEINSTEIN, David S.; WROBLESKI, Stephen T.; TOKARSKI, John S.; KUMAR, Amit Patent: WO2014/74661 A1, 2014 ; Location in patent: Paragraph 00211 ;
  • Route2

    References

    • Paulis, Tomas de; Janowsky, Aaron; Kessler, Robert M.; Clanton, Jeffrey A.; Smith, Howard E. Journal of Medicinal Chemistry, 1988 , vol. 31, # 10 p. 2027 - 2033
  • Route3

    References

    • Sun, Chang; Ren, Changliang; Wei, Yuchen; Qin, Bo; Zeng, Huaqiang Chemical Communications, 2013 , vol. 49, # 46 p. 5307 - 5309

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   89.67
  • LogP   1.3016
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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