Cas no 78238-12-7 (3-Methoxy-5-nitrobenzoic acid)

3-Methoxy-5-nitrobenzoic acid is a substituted benzoic acid derivative featuring both methoxy and nitro functional groups at the 3- and 5-positions, respectively. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct substitution pattern enables selective reactivity, making it valuable for further functionalization or coupling reactions. The nitro group offers opportunities for reduction to amines, while the methoxy group provides stability and influences electronic properties. The carboxylic acid moiety allows for easy derivatization, such as esterification or amide formation. Suitable for controlled reactions, it is commonly utilized in research and industrial applications requiring precise structural modifications.
3-Methoxy-5-nitrobenzoic acid structure
3-Methoxy-5-nitrobenzoic acid structure
Product Name:3-Methoxy-5-nitrobenzoic acid
CAS No:78238-12-7
MF:C8H7NO5
MW:197.144882440567
MDL:MFCD01318045
CID:59961
PubChem ID:5300212
Update Time:2025-08-03

3-Methoxy-5-nitrobenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 3-Methoxy-5-nitrobenzoic acid
    • 3-methoxy-5-nitro-benzoic acid
    • 3-nitro-5-methoxybenzoic acid
    • 5-methoxy-3-nitrobenzoic acid
    • Benzoic acid, 3-methoxy-5-nitro-
    • 3-METHOXY-5-NITROBENZOICACID
    • PubChem12823
    • 5-Nitro-m-anisic acid
    • KSC495K8H
    • 3-nitro-5-methoxy benzoic acid
    • A3913/0166460
    • QXIIPLXNJAJOMR-UHFFFAOYSA-N
    • STK687009
    • CL8093
    • CM10853
    • AS04648
    • AB08614
    • RTR
    • A839371
    • (1s.Cis)-4-amino-2-cyclopentene-1-methanol
    • AM20061113
    • 78238-12-7
    • Z211300192
    • CS-W005811
    • AKOS000119312
    • DTXSID00415418
    • SY104629
    • J-512771
    • SCHEMBL1099548
    • EN300-25530
    • MFCD01318045
    • FT-0646549
    • GS-4028
    • DB-081582
    • 879-405-7
    • DTXCID90366268
    • FM67871
    • MDL: MFCD01318045
    • Inchi: 1S/C8H7NO5/c1-14-7-3-5(8(10)11)2-6(4-7)9(12)13/h2-4H,1H3,(H,10,11)
    • InChI Key: QXIIPLXNJAJOMR-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC(=CC(C(=O)O)=C1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 197.03200
  • Monoisotopic Mass: 197.03242232g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 236
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2
  • Topological Polar Surface Area: 92.4

Experimental Properties

  • Color/Form: No data available
  • Density: 1.4±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 389.5±27.0 °C at 760 mmHg
  • Flash Point: 189.4±23.7 °C
  • Refractive Index: 1.588
  • PSA: 92.35000
  • LogP: 1.82480

3-Methoxy-5-nitrobenzoic acid Pricemore >>

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3-Methoxy-5-nitrobenzoic acid Production Method

Additional information on 3-Methoxy-5-nitrobenzoic acid

3-Methoxy-5-Nitrobenzoic Acid: A Comprehensive Overview

3-Methoxy-5-nitrobenzoic acid, also known by its CAS number 78238-12-7, is a significant compound in the field of organic chemistry and pharmacology. This compound, characterized by its unique structure with a methoxy group at the 3-position and a nitro group at the 5-position on the benzoic acid backbone, has garnered attention due to its potential applications in drug development and material science.

The chemical structure of 3-methoxy-5-nitrobenzoic acid is defined by its aromatic ring system, which is substituted with electron-donating and electron-withdrawing groups. The methoxy group (-OCH?) at the 3-position introduces electron-donating effects, while the nitro group (-NO?) at the 5-position imparts strong electron-withdrawing characteristics. This combination creates a unique electronic environment that influences the compound's reactivity, solubility, and biological activity.

Recent studies have highlighted the importance of 3-methoxy-5-nitrobenzoic acid in various research domains. For instance, researchers have explored its role as a precursor in synthesizing bioactive molecules, particularly in the development of anti-inflammatory and anticancer agents. The compound's ability to undergo various chemical transformations makes it a valuable intermediate in organic synthesis.

In terms of physical properties, 3-methoxy-5-nitrobenzoic acid exhibits a melting point of approximately 240°C and is sparingly soluble in water but dissolves readily in organic solvents such as dichloromethane and ethyl acetate. These properties make it suitable for use in various laboratory settings where controlled solubility is required.

The synthesis of 3-methoxy-5-nitrobenzoic acid typically involves multi-step reactions, including nitration, methylation, and oxidation processes. Recent advancements in green chemistry have led to the development of more efficient and environmentally friendly methods for its production. For example, researchers have employed microwave-assisted synthesis to enhance reaction yields while reducing energy consumption.

In pharmacology, 3-methoxy-5-nitrobenzoic acid has shown promising results in preclinical studies as a potential anticancer agent. Studies have demonstrated that this compound can inhibit the growth of certain cancer cell lines by targeting key signaling pathways involved in cell proliferation and apoptosis. Furthermore, its ability to modulate inflammatory responses suggests potential applications in treating inflammatory diseases.

The application of 3-methoxy-5-nitrobenzoic acid extends beyond pharmacology into materials science. Researchers have investigated its use as a building block for constructing advanced materials such as coordination polymers and metal-organic frameworks (MOFs). These materials exhibit unique properties that make them suitable for gas storage, catalysis, and sensing applications.

In conclusion, 3-methoxy-5-nitrobenzoic acid, with its distinctive chemical structure and versatile properties, continues to be a focal point in scientific research. Its potential applications span across multiple disciplines, making it an essential compound for further exploration and development.

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