Cas no 300355-23-1 (Methyl 2-(4-chloro-3-nitrophenyl)acetate)

Methyl 2-(4-chloro-3-nitrophenyl)acetate is a versatile organic intermediate used in pharmaceutical and agrochemical synthesis. Its structure features a chloro and nitro substituent on the phenyl ring, enhancing reactivity for further functionalization. The ester group provides stability while allowing easy hydrolysis or transesterification, making it valuable in multi-step synthetic routes. This compound is particularly useful in the preparation of active pharmaceutical ingredients (APIs) and fine chemicals due to its well-defined reactivity profile. High purity grades ensure consistent performance in coupling reactions, reductions, and nucleophilic substitutions. Its robust shelf stability under standard storage conditions further supports its utility in industrial and research applications.
Methyl 2-(4-chloro-3-nitrophenyl)acetate structure
300355-23-1 structure
Product Name:Methyl 2-(4-chloro-3-nitrophenyl)acetate
CAS No:300355-23-1
MF:C9H8ClNO4
MW:229.617121696472
MDL:MFCD08059567
CID:3166759
PubChem ID:12069505
Update Time:2025-05-23

Methyl 2-(4-chloro-3-nitrophenyl)acetate Chemical and Physical Properties

Names and Identifiers

    • D72878
    • methyl2-(4-chloro-3-nitrophenyl)acetate
    • methyl 4-chloro-3-nitrobenzeneacetate
    • Methyl 3-nitro-4-chlorophenylacetate
    • LOJNXJAUOTWCJE-UHFFFAOYSA-N
    • CS-0047428
    • 4chloro-3-nitrophenylacetic acid methyl ester
    • 4-chloro-3-nitro-phenylacetic acid methyl ester
    • methyl 2-(4-chloro-3-nitrophenyl)acetate
    • SCHEMBL731999
    • DB-198616
    • 300355-23-1
    • 4-chloro-3-nitrophenylacetic acid methyl ester
    • Benzeneacetic acid, 4-chloro-3-nitro-, methyl ester
    • Methyl 2-(4-chloro-3-nitrophenyl)acetate
    • MDL: MFCD08059567
    • Inchi: 1S/C9H8ClNO4/c1-15-9(12)5-6-2-3-7(10)8(4-6)11(13)14/h2-4H,5H2,1H3
    • InChI Key: LOJNXJAUOTWCJE-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1[N+](=O)[O-])CC(=O)OC

Computed Properties

  • Exact Mass: 229.0141854g/mol
  • Monoisotopic Mass: 229.0141854g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 253
  • 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: 2.2
  • Topological Polar Surface Area: 72.1?2

Experimental Properties

  • Boiling Point: 336℃ at 760mmHg

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Additional information on Methyl 2-(4-chloro-3-nitrophenyl)acetate

Methyl 2-(4-chloro-3-nitrophenyl)acetate: A Comprehensive Overview

Methyl 2-(4-chloro-3-nitrophenyl)acetate, commonly referenced by its CAS number 300355-23-1, is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, materials science, and pharmacology. This compound is characterized by its unique structure, which combines a methyl ester group with a substituted phenyl ring containing both chlorine and nitro functionalities. The presence of these groups imparts distinctive chemical properties, making it a valuable intermediate in various synthetic pathways and applications.

The synthesis of Methyl 2-(4-chloro-3-nitrophenyl)acetate typically involves multi-step processes that leverage the reactivity of aromatic rings under specific conditions. Recent advancements in catalytic methodologies have enabled more efficient and selective syntheses, reducing production costs and minimizing environmental impact. For instance, researchers have explored the use of palladium-catalyzed coupling reactions to construct the phenyl acetate moiety with high precision. These developments underscore the importance of continuous innovation in synthetic chemistry to meet the growing demand for this compound in diverse industries.

In terms of applications, Methyl 2-(4-chloro-3-nitrophenyl)acetate has found utility as an intermediate in the preparation of biologically active molecules. Its ability to undergo nucleophilic substitution reactions makes it particularly useful in drug discovery programs targeting various therapeutic areas. Recent studies have highlighted its role in the synthesis of potential anticancer agents, where the nitro group serves as a redox-sensitive moiety capable of triggering drug activation under specific cellular conditions. Additionally, the chlorine substituent enhances the compound's lipophilicity, facilitating its absorption across biological membranes.

The structural versatility of Methyl 2-(4-chloro-3-nitrophenyl)acetate also extends to its use in materials science. For example, it has been employed as a precursor in the fabrication of advanced polymers and coatings with tailored optical and electronic properties. The nitro group contributes to the stability of these materials under harsh conditions, while the ester functionality allows for controlled cross-linking during polymerization processes. Such applications highlight the compound's potential beyond traditional pharmaceutical uses.

From an environmental perspective, understanding the fate and behavior of Methyl 2-(4-chloro-3-nitrophenyl)acetate in natural systems is crucial for ensuring sustainable practices. Recent research has focused on its biodegradation pathways under aerobic and anaerobic conditions, revealing that microbial communities can metabolize this compound through enzymatic mechanisms targeting the ester and nitro functionalities. These findings are instrumental in developing eco-friendly disposal methods and minimizing ecological risks associated with its production and use.

In conclusion, Methyl 2-(4-chloro-3-nitrophenyl)acetate (CAS No. 300355-23-1) stands as a testament to the ingenuity of modern organic chemistry. Its unique structure, coupled with advancements in synthetic methodologies and application development, positions it as a key player in various scientific domains. As research continues to uncover new facets of its chemistry and utility, this compound is poised to remain at the forefront of innovation for years to come.

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