Cas no 41614-16-8 (4-Chloro-3-nitrobenzanilide)

4-Chloro-3-nitrobenzanilide is a nitro-substituted benzanilide derivative with applications in organic synthesis and pharmaceutical research. Its molecular structure, featuring both chloro and nitro functional groups, makes it a versatile intermediate for further chemical modifications. The compound exhibits stability under standard conditions, facilitating handling and storage. Its reactivity allows for selective transformations, particularly in the synthesis of heterocyclic compounds and agrochemicals. The presence of electron-withdrawing groups enhances its utility in nucleophilic substitution reactions. Analytical-grade purity is typically available, ensuring reproducibility in research applications. This compound serves as a valuable building block in medicinal chemistry for developing novel pharmacophores.
4-Chloro-3-nitrobenzanilide structure
4-Chloro-3-nitrobenzanilide structure
Product Name:4-Chloro-3-nitrobenzanilide
CAS No:41614-16-8
MF:C13H9ClN2O3
MW:276.67516207695
CID:1513111
PubChem ID:96073
Update Time:2025-05-19

4-Chloro-3-nitrobenzanilide Chemical and Physical Properties

Names and Identifiers

    • 4-chloro-3-nitro-n-phenylbenzamide
    • AC1L3VO9
    • Benzamide, 4-chloro-3-nitro-N-phenyl-
    • AC1Q5AN0
    • 4-chloro-3-nitro-benzoic acid anilide
    • 3-Nitro-4-chlorobenzanilide
    • SureCN1455286
    • CTK1D6384
    • 4-Chlor-3-nitro-benzoesaeure-anilid
    • 4-Chloro-3-nitrobenzanilide
    • NSC50641
    • Benzamide,4-chloro-3-nitro-N-phenyl
    • 6139AF
    • 4-Chloro-3-nitro-N-phenyl-benzamide
    • (4-chloro-3-nitrophenyl)-N-benzamide
    • NCI60_004219
    • ST50545332
    • 41614-16-8
    • EINECS 255-463-3
    • NS00031023
    • AKOS000162989
    • 3-nitro-4-chloro-benzanilide
    • NSC 50641
    • UNII-AMW8E5UU4B
    • SCHEMBL1455286
    • MFCD00016988
    • AMW8E5UU4B
    • NSC-50641
    • DTXSID8068333
    • CHEMBL1967789
    • DTXCID3039957
    • MDL: MFCD00016988
    • Inchi: 1S/C13H9ClN2O3/c14-11-7-6-9(8-12(11)16(18)19)13(17)15-10-4-2-1-3-5-10/h1-8H,(H,15,17)
    • InChI Key: MPSDMWLZVDJFGW-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(C(NC2C=CC=CC=2)=O)=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 276.03000
  • Monoisotopic Mass: 276.03
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 339
  • 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
  • Molecular Weight: 276.67
  • XLogP3: 3.6
  • Topological Polar Surface Area: 74.9

Experimental Properties

  • Density: 1.44
  • Boiling Point: 363.2°C at 760 mmHg
  • Flash Point: 173.5°C
  • Refractive Index: 1.676
  • PSA: 74.92000
  • LogP: 4.09670

4-Chloro-3-nitrobenzanilide 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%

4-Chloro-3-nitrobenzanilide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C277820-500mg
4-Chloro-3-nitrobenzanilide
41614-16-8
500mg
$ 65.00 2022-03-28
TRC
C277820-1000mg
4-Chloro-3-nitrobenzanilide
41614-16-8
1g
$ 100.00 2022-03-28
TRC
C277820-2500mg
4-Chloro-3-nitrobenzanilide
41614-16-8
2500mg
$ 195.00 2022-03-28

Additional information on 4-Chloro-3-nitrobenzanilide

Introduction to 4-Chloro-3-nitrobenzanilide (CAS No. 41614-16-8)

4-Chloro-3-nitrobenzanilide, identified by the Chemical Abstracts Service Number (CAS No.) 41614-16-8, is a significant compound in the realm of organic chemistry and pharmaceutical research. This heterocyclic aromatic amide exhibits a unique structural framework that has garnered considerable attention from scientists due to its potential applications in medicinal chemistry and material science. The presence of both chloro and nitro substituents on the benzene ring imparts distinct reactivity, making it a valuable intermediate in synthesizing more complex molecules.

The compound's molecular structure consists of a benzene ring substituted with a chloro group at the 4-position and a nitro group at the 3-position, linked to an aniline moiety through an amide bond. This configuration endows 4-Chloro-3-nitrobenzanilide with a rich chemical profile, enabling diverse functionalization strategies. The electron-withdrawing nature of the nitro group and the electron-donating effect of the amino group create a balance that influences its reactivity in various chemical transformations.

In recent years, 4-Chloro-3-nitrobenzanilide has been explored as a key intermediate in the synthesis of biologically active compounds. Researchers have leveraged its structural features to develop novel pharmacophores targeting various therapeutic areas. For instance, studies have demonstrated its utility in constructing derivatives with antimicrobial, anti-inflammatory, and anticancer properties. The ability to modify both the aromatic ring and the amide moiety allows for fine-tuning of biological activity, making this compound a versatile tool in drug discovery.

One of the most compelling aspects of 4-Chloro-3-nitrobenzanilide is its role in developing advanced materials. The nitro group's ability to participate in metal coordination has led to investigations into its use as a ligand or precursor for metal-organic frameworks (MOFs). These materials have applications ranging from gas storage to catalysis, showcasing the broad utility of this compound beyond pharmaceuticals. Additionally, the chloro substituent provides a handle for further functionalization, enabling the creation of polymers with tailored properties.

The synthesis of 4-Chloro-3-nitrobenzanilide typically involves multi-step organic reactions, starting from readily available aromatic precursors. The process often begins with nitration followed by chlorination, with careful control over reaction conditions to ensure high yield and purity. Advances in catalytic methods have further refined these synthetic routes, reducing waste and improving efficiency. Such innovations align with the growing emphasis on sustainable chemistry practices in industrial applications.

Recent research has also highlighted the compound's potential in photodynamic therapy (PDT). The nitro group can be excited by light sources, generating reactive oxygen species that can selectively target diseased cells. By incorporating 4-Chloro-3-nitrobenzanilide into drug delivery systems, researchers aim to enhance PDT efficacy while minimizing side effects. This application underscores the interdisciplinary nature of modern chemical research, where compounds like this bridge traditional organic chemistry with cutting-edge biomedical technologies.

The structural versatility of 4-Chloro-3-nitrobenzanilide extends to its role as a building block for agrochemicals. Derivatives of this compound have shown promise as herbicides and fungicides due to their ability to disrupt essential metabolic pathways in plants. By modifying specific functional groups, chemists can optimize bioactivity while ensuring environmental safety. Such efforts are critical in addressing global food security challenges through sustainable agricultural practices.

In conclusion, 4-Chloro-3-nitrobenzanilide (CAS No. 41614-16-8) represents a cornerstone in synthetic chemistry with far-reaching implications across multiple industries. Its unique structural features enable diverse applications in pharmaceuticals, materials science, and agriculture, driven by ongoing advancements in synthetic methodologies and interdisciplinary research. As scientists continue to uncover new possibilities for this compound, its significance is poised to grow even further.

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