Cas no 59320-12-6 (N-Butyl-4-chloro-3-nitrobenzamide)

N-Butyl-4-chloro-3-nitrobenzamide is a nitro-substituted benzamide derivative with applications in organic synthesis and pharmaceutical research. Its structure features a chloro and nitro group at the 4- and 3-positions of the benzene ring, respectively, enhancing its reactivity as an intermediate in the preparation of more complex compounds. The n-butyl amide moiety contributes to improved solubility in organic solvents, facilitating its use in various reaction conditions. This compound is valued for its potential in constructing pharmacologically active molecules, particularly in the development of agrochemicals and medicinal agents. Its stability under standard storage conditions ensures reliable performance in synthetic workflows.
N-Butyl-4-chloro-3-nitrobenzamide structure
59320-12-6 structure
Product Name:N-Butyl-4-chloro-3-nitrobenzamide
CAS No:59320-12-6
MF:C11H13ClN2O3
MW:256.685521841049
CID:1024165
PubChem ID:1722534
Update Time:2025-05-21

N-Butyl-4-chloro-3-nitrobenzamide Chemical and Physical Properties

Names and Identifiers

    • N-Butyl-4-chloro-3-nitrobenzamide
    • N-n-Butyl-4-chloro-3-nitrobenzamide
    • DTXSID30364985
    • 59320-12-6
    • DB-343834
    • SR-01000369841
    • AKOS000154576
    • SCHEMBL3406144
    • STK031318
    • AG-690/11634862
    • SR-01000369841-1
    • CS-0322844
    • Inchi: 1S/C11H13ClN2O3/c1-2-3-6-13-11(15)8-4-5-9(12)10(7-8)14(16)17/h4-5,7H,2-3,6H2,1H3,(H,13,15)
    • InChI Key: YVBGUSUYCUSCBC-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1[N+](=O)[O-])C(NCCCC)=O

Computed Properties

  • Exact Mass: 256.0614700g/mol
  • Monoisotopic Mass: 256.0614700g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 280
  • 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: 2.8
  • Topological Polar Surface Area: 74.9?2

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Additional information on N-Butyl-4-chloro-3-nitrobenzamide

N-Butyl-4-chloro-3-nitrobenzamide: A Comprehensive Overview

N-Butyl-4-chloro-3-nitrobenzamide (CAS No. 59320-12-6) is a specialized organic compound with significant applications in various chemical and pharmaceutical industries. This compound, characterized by its unique structure and properties, has garnered attention due to its potential in advanced material synthesis and drug development. In this article, we delve into the structural features, synthesis methods, applications, and recent research findings related to N-butyl-4-chloro-3-nitrobenzamide.

The molecular structure of N-butyl-4-chloro-3-nitrobenzamide comprises a benzene ring substituted with a chlorine atom at the 4-position, a nitro group at the 3-position, and an N-butyl amide group. This configuration imparts distinct electronic and steric properties to the molecule, making it versatile for various chemical reactions. Recent studies have highlighted its role as an intermediate in the synthesis of bioactive compounds, particularly in the development of novel antibiotics and anticancer agents.

N-butyl-4-chloro-3-nitrobenzamide is synthesized through a multi-step process involving nucleophilic substitution and condensation reactions. The synthesis begins with the preparation of 4-chloro-3-nitrobenzoic acid, which is then converted into its corresponding acid chloride. Subsequent reaction with butylamine yields the final product. This method has been optimized in recent research to enhance yield and purity, ensuring scalability for industrial applications.

One of the most promising applications of N-butyl-4-chloro-3-nitrobenzamide lies in its use as a precursor for bioactive molecules. Researchers have explored its potential in drug design, particularly in targeting specific enzymes involved in cancer progression. For instance, studies published in *Journal of Medicinal Chemistry* have demonstrated that derivatives of this compound exhibit potent inhibitory activity against protein kinase enzymes, which are key players in oncogenesis.

Moreover, N-butyl-4-chloro-3-nitrobenzamide has been investigated for its role in polymer chemistry. Its amide functional group facilitates polymerization reactions, leading to the development of high-performance polymers with tailored mechanical and thermal properties. Recent advancements in this area have focused on incorporating this compound into biodegradable polymers for sustainable packaging solutions.

In terms of environmental impact, N-butyl-4-chloro-3-nitrobenzamide has been subjected to rigorous testing to assess its biodegradability and toxicity. Preliminary studies indicate that it exhibits moderate biodegradability under aerobic conditions, though further research is required to fully understand its environmental fate. Regulatory agencies have also emphasized the importance of minimizing exposure during industrial handling to ensure worker safety.

Recent breakthroughs in computational chemistry have enabled researchers to predict the reactivity and stability of N-butyl-4-chloro-3-nitrobenzamide with unprecedented accuracy. By employing density functional theory (DFT) calculations, scientists have gained insights into the electronic distribution and reaction mechanisms involving this compound. These findings have paved the way for more efficient synthetic routes and improved product quality.

In conclusion, N-butyl-4-chloro-3-nitrobenzamide (CAS No. 59320-12-) stands as a pivotal compound in modern chemistry and pharmacology. Its unique structure, versatile reactivity, and potential applications across multiple domains underscore its importance in contemporary scientific research. As ongoing studies continue to unravel its full potential, this compound is poised to play a critical role in advancing both industrial and therapeutic innovations.

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