Cas no 57535-57-6 (Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester)

Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester is a synthetic organic compound characterized by its methoxy and benzyloxy substituents on the aromatic ring. This ester derivative of benzoic acid is primarily utilized in organic synthesis and pharmaceutical research due to its versatile reactivity and structural features. The presence of electron-donating methoxy and benzyloxy groups enhances its utility as an intermediate in the preparation of more complex molecules, including potential bioactive compounds. Its stability under standard conditions and well-defined chemical properties make it a reliable reagent for controlled reactions. The compound is typically handled under inert conditions to preserve its integrity.
Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester structure
57535-57-6 structure
Product Name:Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester
CAS No:57535-57-6
MF:C16H16O4
MW:272.295845031738
CID:345009
PubChem ID:4171221
Update Time:2025-11-07

Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester
    • METHYL 3-BENZYLOXY-4-METHOXYBENZOATE
    • methyl 4-methoxy-3-phenylmethoxybenzoate
    • 3-Benzyloxy-4-methoxy-benzoesaeure-methylester
    • 3-benzyloxy-4-methoxy-benzoic acid methyl ester
    • O-Benzyl-isovanillinsaeure-methylester
    • AKOS022423368
    • JCAPCXSPAUTEJF-UHFFFAOYSA-N
    • methyl 3-(benzyloxy)-4-methoxybenzoate
    • BS-51761
    • A50797
    • 3-Benzyloxy-4-Methoxy Benzoic Acid Methyl Ester
    • methyl3-(benzyloxy)-4-methoxybenzoate
    • SCHEMBL2188210
    • 57535-57-6
    • DTXSID90400237
    • DB-119382
    • Inchi: 1S/C16H16O4/c1-18-14-9-8-13(16(17)19-2)10-15(14)20-11-12-6-4-3-5-7-12/h3-10H,11H2,1-2H3
    • InChI Key: JCAPCXSPAUTEJF-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1)C1C=C(C(=O)OC)C=CC=1OC

Computed Properties

  • Exact Mass: 272.10500
  • Monoisotopic Mass: 272.10485899g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 6
  • Complexity: 299
  • 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: 3.4
  • Topological Polar Surface Area: 44.8?2

Experimental Properties

  • PSA: 44.76000
  • LogP: 3.06080

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Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester Production Method

Additional information on Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester

Benzoic Acid, 4-Methoxy-3-(Phenylmethoxy)-, Methyl Ester (CAS No. 57535-57-6)

Benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester is a chemical compound with the CAS registry number 57535-57-6. This compound is a derivative of benzoic acid, which is a widely studied aromatic carboxylic acid. The structure of this compound includes a methyl ester group attached to the benzoic acid moiety, along with two substituents: a methoxy group at the 4-position and a phenylmethoxy group at the 3-position. These substituents significantly influence the compound's chemical properties, reactivity, and potential applications.

The synthesis of benzoic acid derivatives has been a topic of interest in organic chemistry due to their versatility in various chemical reactions. Recent studies have explored novel synthetic routes for these compounds, including microwave-assisted synthesis and catalytic methods. For instance, researchers have reported the use of transition metal catalysts to facilitate the formation of these derivatives with high efficiency and selectivity. These advancements have not only improved the yield of the compound but also reduced the environmental footprint of its production process.

The physical properties of benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester are well-documented. It is typically a crystalline solid with a melting point around 120°C and a boiling point exceeding 300°C under standard conditions. The compound is sparingly soluble in water but exhibits good solubility in organic solvents such as dichloromethane and ethyl acetate. These properties make it suitable for various applications in pharmaceuticals and agrochemicals.

In terms of biological activity, this compound has shown promising results in recent studies. Researchers have investigated its potential as an anti-inflammatory agent by testing its ability to inhibit cyclooxygenase (COX) enzymes. The results indicated that it exhibits moderate COX-2 inhibitory activity, suggesting its potential as a lead compound for developing novel anti-inflammatory drugs. Additionally, studies on its antioxidant properties have revealed that it can effectively scavenge free radicals, making it a candidate for use in cosmetic formulations aimed at combating oxidative stress.

The application of benzoic acid derivatives in materials science has also gained traction. Recent research has focused on incorporating these compounds into polymer matrices to enhance their thermal stability and mechanical properties. For example, scientists have reported the successful synthesis of polyurethanes containing this benzoic acid derivative as a functional additive. The resulting materials exhibited improved resistance to thermal degradation and enhanced tensile strength compared to conventional polyurethanes.

In the field of environmental science, this compound has been studied for its role in biodegradation processes. Researchers have investigated its ability to serve as a carbon source for microorganisms in soil environments. The results suggested that it can be effectively degraded by certain bacterial strains under aerobic conditions, highlighting its potential as an eco-friendly additive in agricultural applications.

The commercial production of benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester involves multi-step synthesis processes that require precise control over reaction conditions. Key steps include Friedel-Crafts acylation and subsequent esterification reactions. Recent advancements in process optimization have led to the development of more efficient production methods that minimize waste generation and energy consumption.

In conclusion, benzoic acid derivatives, particularly CAS No. 57535-57-6 (benzoic acid, 4-methoxy-3-(phenylmethoxy)-, methyl ester), continue to be an area of active research due to their diverse applications across multiple industries. From pharmaceuticals to materials science and environmental chemistry, this compound demonstrates significant potential for innovation and practical implementation.

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