Cas no 1878-88-2 (3-Nitrophenoxyacetic Acid)

3-Nitrophenoxyacetic Acid is a nitrophenoxy derivative of acetic acid, primarily utilized as an intermediate in organic synthesis and agrochemical research. Its key advantages include its role as a versatile building block for the preparation of herbicides, plant growth regulators, and other fine chemicals. The compound features a reactive carboxyl group and a nitro-substituted aromatic ring, enabling selective functionalization for tailored chemical modifications. It exhibits moderate solubility in polar organic solvents, facilitating its use in various reaction conditions. The nitro group also enhances its applicability in electrophilic aromatic substitution reactions, making it valuable for synthesizing more complex aromatic derivatives. Proper handling is advised due to potential irritant properties.
3-Nitrophenoxyacetic Acid structure
3-Nitrophenoxyacetic Acid structure
Product Name:3-Nitrophenoxyacetic Acid
CAS No:1878-88-2
MF:C8H7NO5
MW:197.144882440567
MDL:MFCD00059826
CID:42127
Update Time:2025-05-19

3-Nitrophenoxyacetic Acid Chemical and Physical Properties

Names and Identifiers

    • 3-Nitrophenoxyacetic acid
    • 2-(3-nitrophenoxy)acetic acid
    • (3-Nitro-phenoxy)-essigsaeure
    • 3-Nitro-phenylaetherglykolsaeure
    • M-NITROPHENOXYACETIC ACID
    • O-(3-Nitro-phenyl)-glykolsaeure
    • Aceticacid, (3-nitrophenoxy)- (9CI)
    • Acetic acid, (m-nitrophenoxy)- (6CI,7CI,8CI)
    • NSC 193418
    • [(3-Nitrophenyl)oxy]acetic acid
    • Nitrophenoxyaceticacid
    • 3-NITROPHENOXYACETIC ACID 98+%
    • 3-Nitrophenoxyacetic acid, 98% 5GR
    • (3-Nitrophenoxy)acetic acid
    • (3-nitrophenoxy)-acetic acid
    • BNRRQAASFDGMMQ-UHFFFAOYSA-N
    • 3-NitrophenoxyaceticAcid
    • (3-nitrophenoxy) acetic acid
    • (3-Nitro-phenoxy)-acetic acid
    • (3-Nitrophenoxy)acetic acid #
    • Jsp003855
    • Acetic acid, (3-nitrophenoxy)-
    • Acetic acid,2-(3-nitrophenoxy)-
    • 3-Nitrophenoxyacetic Acid
    • MDL: MFCD00059826
    • Inchi: 1S/C8H7NO5/c10-8(11)5-14-7-3-1-2-6(4-7)9(12)13/h1-4H,5H2,(H,10,11)
    • InChI Key: BNRRQAASFDGMMQ-UHFFFAOYSA-N
    • SMILES: O(CC(=O)O)C1C=CC=C(C=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 197.03200
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 224
  • 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
  • Surface Charge: 0
  • XLogP3: 1.4
  • Topological Polar Surface Area: 92.4

Experimental Properties

  • Color/Form: powder
  • Melting Point: 151.0 to 155.0 deg-C
  • PSA: 92.35000
  • LogP: 1.58140
  • Solubility: Not determined

3-Nitrophenoxyacetic Acid Security Information

3-Nitrophenoxyacetic Acid Customs Data

  • HS CODE:2918990090
  • Customs Data:

    China Customs Code:

    2918990090

    Overview:

    2918990090. Other additional oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Additional information on 3-Nitrophenoxyacetic Acid

Introduction to 3-Nitrophenoxyacetic Acid (CAS No. 1878-88-2)

3-Nitrophenoxyacetic acid, with the chemical formula C?H?NO? and CAS number 1878-88-2, is a nitro-substituted phenoxyacetic acid derivative. This compound has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential biological activities. The nitro group and phenoxyacetic acid moiety contribute to its reactivity and functionality, making it a valuable intermediate in synthetic chemistry and a candidate for further exploration in drug discovery.

The 3-nitrophenoxyacetic acid structure is characterized by a phenolic ring substituted with a nitro group at the 3-position and an acetic acid side chain attached to the phenoxy ring. This arrangement imparts distinct electronic and steric properties, influencing its interactions with biological targets. The nitro group, in particular, is known for its ability to participate in redox reactions, which can be exploited in designing bioactive molecules with specific therapeutic effects.

In recent years, there has been growing interest in 3-nitrophenoxyacetic acid as a scaffold for developing novel agrochemicals and pharmaceuticals. Its derivatives have been investigated for their herbicidal, fungicidal, and even anticancer properties. The phenoxyacetic acid moiety is commonly found in herbicides, where it disrupts plant growth by inhibiting auxin transport. The introduction of a nitro group modifies these properties, potentially enhancing efficacy or altering selectivity.

One of the most compelling aspects of 3-nitrophenoxyacetic acid is its versatility in chemical synthesis. The presence of both the nitro group and the carboxylic acid functional group allows for further derivatization through various reactions such as reduction, hydrogenation, esterification, and amidation. These modifications can fine-tune the pharmacological profile of the compound, making it adaptable for different therapeutic applications.

Recent studies have highlighted the potential of 3-nitrophenoxyacetic acid derivatives in modulating biological pathways associated with inflammation and metabolic disorders. For instance, certain analogs have shown promise in inhibiting enzymes involved in lipid synthesis and glucose metabolism. This aligns with the broader trend in drug discovery toward targeting multifunctional pathways rather than single enzymes.

The pharmacokinetic properties of 3-nitrophenoxyacetic acid also warrant discussion. The compound’s solubility profile, metabolic stability, and distribution within biological systems are critical factors determining its therapeutic potential. Preliminary studies suggest that modifications to the nitro group can significantly impact these properties. For example, electron-withdrawing substituents may enhance binding affinity to biological targets while reducing systemic toxicity.

In addition to its pharmaceutical applications, 3-nitrophenoxyacetic acid has found utility in materials science. Its ability to form coordination complexes with metal ions has been explored for developing catalysts and sensors. The nitro group’s redox activity makes it particularly interesting for designing electrochemical systems that can respond to environmental stimuli.

The synthesis of 3-nitrophenoxyacetic acid typically involves nitration of phenol followed by coupling with glyoxylic acid or its derivatives. Advances in green chemistry have led to more sustainable methods, such as catalytic nitration processes that minimize waste generation. These innovations are essential for ensuring the long-term viability of producing this compound on an industrial scale.

Regulatory considerations also play a significant role in the development and commercialization of 3-nitrophenoxyacetic acid derivatives. Compliance with international guidelines ensures safety and efficacy across different markets. Manufacturers must navigate complex regulatory landscapes while maintaining high standards of quality control.

Looking ahead, the future of 3-nitrophenoxyacetic acid research appears promising. Ongoing investigations are exploring its role in precision medicine, where tailored derivatives could target specific genetic or molecular profiles associated with diseases. Collaborative efforts between academia and industry are likely to drive innovation in this field.

In conclusion,3-Nitrophenoxyacetic Acid (CAS No. 1878-88-2) represents a fascinating compound with diverse applications spanning pharmaceuticals, agrochemicals, and materials science. Its unique structural features offer opportunities for developing novel bioactive molecules while addressing environmental and regulatory challenges through sustainable practices.

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