Cas no 122334-37-6 (4-Chloro-N-methoxy-N-methylbenzamide)

4-Chloro-N-methoxy-N-methylbenzamide is a versatile synthetic intermediate widely used in organic and pharmaceutical chemistry. Its key structural features—a chloro-substituted aromatic ring and a methoxy-N-methylamide group—make it valuable for constructing complex molecules, particularly in medicinal chemistry applications. The compound serves as a precursor in the synthesis of various bioactive compounds, including agrochemicals and pharmaceuticals, due to its reactivity in coupling and functionalization reactions. Its stability under standard conditions and well-characterized reactivity profile enhance its utility in multistep syntheses. The presence of both electron-withdrawing and electron-donating substituents allows for selective modifications, making it a practical building block for targeted molecular design.
4-Chloro-N-methoxy-N-methylbenzamide structure
122334-37-6 structure
Product Name:4-Chloro-N-methoxy-N-methylbenzamide
CAS No:122334-37-6
MF:C9H10ClNO2
MW:199.634201526642
MDL:MFCD02684308
CID:133505
PubChem ID:11275663
Update Time:2025-08-02

4-Chloro-N-methoxy-N-methylbenzamide Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-N-methoxy-N-methylbenzamide
    • 4-CHLORO-N-METHOXY-N-METHYLACETAMIDE
    • N-Methoxy-N-methyl-4-chlorobenzamide
    • 4-chloro-N-methoxy-N-methyl-benzamide
    • 4-chloro-N-methyl-N-methoxybenzamide
    • AM708
    • benzamide for 1d
    • Benzamide,4-chloro-N-methoxy-N-methyl
    • N-methyl-p-chlorophenylhydroxamate
    • 4-CHLORO-N-METHOXY-N-METYLBENZAMIDE
    • 4-CLORO-N-MENTHOXY-N-METHYLBENZAMIDE
    • CLMMB 4-Chloro-n-methoxy-n-methylbenzamide
    • Benzamide, 4-chloro-N-methoxy-N-methyl-
    • LHUOAIXJPPMULP-UHFFFAOYSA-N
    • 4244AA
    • N-methyl-N-methoxy-4-chlorobenzamide
    • SY227014
    • AK105892
    • AB100790
    • C3486
    • AB8891
    • FT-0745501
    • AC-16375
    • AKOS008953070
    • DS-3384
    • 122334-37-6
    • EN300-1228428
    • CS-0123018
    • A926198
    • MFCD02684308
    • DTXSID40460861
    • SCHEMBL623946
    • XEA33437
    • F1903-0131
    • 4-Chloro-N-methoxy-N-methylbenzamide; 4-Chloro-N-methyl-N-methoxybenzamide;
    • DB-062030
    • MDL: MFCD02684308
    • Inchi: 1S/C9H10ClNO2/c1-11(13-2)9(12)7-3-5-8(10)6-4-7/h3-6H,1-2H3
    • InChI Key: LHUOAIXJPPMULP-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)C(N(C)OC)=O

Computed Properties

  • Exact Mass: 199.04000
  • Monoisotopic Mass: 199.0400063g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 179
  • 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: 2.1
  • Topological Polar Surface Area: 29.5

Experimental Properties

  • Color/Form: NA
  • Density: 1.224±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: No data available
  • Boiling Point: 334.2℃/760mmHg
  • Flash Point: 155.9°C
  • Refractive Index: 1.541
  • Solubility: Almost insoluble (0.022 g/l) (25 o C),
  • PSA: 29.54000
  • LogP: 1.97340
  • Vapor Pressure: 0.5±0.4 mmHg at 25°C

4-Chloro-N-methoxy-N-methylbenzamide Security Information

4-Chloro-N-methoxy-N-methylbenzamide Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). 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, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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4-Chloro-N-methoxy-N-methylbenzamide Production Method

4-Chloro-N-methoxy-N-methylbenzamide Related Literature

Additional information on 4-Chloro-N-methoxy-N-methylbenzamide

4-Chloro-N-methoxy-N-methylbenzamide (CAS No. 122334-37-6): A Comprehensive Overview

4-Chloro-N-methoxy-N-methylbenzamide, identified by the CAS registry number 122334-37-6, is a versatile organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique molecular structure, which combines a benzamide moiety with a chloro substituent and methoxy methyl groups. Recent advancements in synthetic chemistry have further enhanced our understanding of its properties and potential uses.

The molecular structure of 4-Chloro-N-methoxy-N-methylbenzamide consists of a benzene ring substituted with a chloro group at the para position. The amide functional group is further modified with methoxy and methyl substituents, which contribute to its distinctive chemical reactivity and physical properties. This compound is synthesized through a series of well-established organic reactions, including nucleophilic acyl substitution and Friedel-Crafts alkylation, ensuring high purity and reproducibility.

Recent studies have highlighted the importance of 4-Chloro-N-methoxy-N-methylbenzamide in drug discovery, particularly as a potential lead compound for developing novel therapeutic agents. Its ability to act as an inhibitor of key enzymes involved in metabolic pathways has been extensively investigated. For instance, researchers have demonstrated its efficacy in modulating the activity of histone deacetylases (HDACs), which are critical targets in the treatment of cancer and neurodegenerative diseases.

In addition to its pharmaceutical applications, 4-Chloro-N-methoxy-N-methylbenzamide has found utility in agrochemicals as a plant growth regulator. Its ability to influence hormonal signaling pathways in plants has led to its use in enhancing crop yield and stress resistance. Recent field trials have shown promising results, particularly in improving drought tolerance in staple crops such as wheat and maize.

The physical and chemical properties of 4-Chloro-N-methoxy-N-methylbenzamide are well-documented, with a melting point of approximately 155°C and a boiling point exceeding 300°C under standard conditions. Its solubility in common organic solvents such as dichloromethane and ethyl acetate makes it suitable for various laboratory applications. The compound's stability under physiological conditions has also been confirmed, further supporting its suitability for biomedical applications.

From an environmental perspective, the biodegradability of 4-Chloro-N-methoxy-N-methylbenzamide has been assessed under controlled conditions. Studies indicate that it undergoes microbial degradation within a relatively short timeframe, reducing concerns about long-term environmental persistence. This characteristic aligns with current global efforts to develop eco-friendly chemical compounds.

In conclusion, 4-Chloro-N-methoxy-N-methylbenzamide (CAS No. 122334-37-6) stands as a testament to the advancements in modern organic chemistry. Its diverse applications across multiple disciplines underscore its significance as a valuable tool in scientific research and industrial development. As ongoing research continues to uncover new facets of its potential, this compound is poised to play an even greater role in shaping future innovations.

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