Cas no 92765-42-9 (Benzenamine, 4-(1-methylethyl)-3-nitro-)

Benzenamine, 4-(1-methylethyl)-3-nitro-, is a nitro-substituted aromatic amine with a molecular formula of C9H12N2O2. This compound features an isopropyl group at the para position and a nitro group at the meta position relative to the amine functionality. Its structural properties make it a valuable intermediate in organic synthesis, particularly for the preparation of dyes, agrochemicals, and pharmaceuticals. The electron-withdrawing nitro group enhances reactivity in electrophilic substitution reactions, while the isopropyl substituent influences steric and electronic effects. The compound exhibits moderate stability under standard conditions, facilitating handling and storage. Its well-defined reactivity profile allows for precise functionalization in multi-step synthetic routes.
Benzenamine, 4-(1-methylethyl)-3-nitro- structure
92765-42-9 structure
Product Name:Benzenamine, 4-(1-methylethyl)-3-nitro-
CAS No:92765-42-9
MF:C9H12N2O2
MW:180.203782081604
MDL:MFCD00092573
CID:753033
PubChem ID:22111827
Update Time:2025-05-25

Benzenamine, 4-(1-methylethyl)-3-nitro- Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 4-(1-methylethyl)-3-nitro-
    • 3-nitro-4-propan-2-ylaniline
    • 4-Isopropyl-3-nitroaniline
    • MFCD00092573
    • SCHEMBL1129775
    • CS-0196096
    • E89394
    • DTXSID60622505
    • NTAJMBAZJSEPHL-UHFFFAOYSA-N
    • 92765-42-9
    • 3-nitro-4-isopropyl-aniline
    • 3-nitro-4-(propan-2-yl)aniline
    • MDL: MFCD00092573
    • Inchi: 1S/C9H12N2O2/c1-6(2)8-4-3-7(10)5-9(8)11(12)13/h3-6H,10H2,1-2H3
    • InChI Key: NTAJMBAZJSEPHL-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=C(C=CC=1C(C)C)N)=O

Computed Properties

  • Exact Mass: 180.089877630g/mol
  • Monoisotopic Mass: 180.089877630g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 189
  • 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: 71.8?2

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Additional information on Benzenamine, 4-(1-methylethyl)-3-nitro-

Benzenamine, 4-(1-methylethyl)-3-nitro-: A Comprehensive Overview

Benzenamine, 4-(1-methylethyl)-3-nitro- (CAS No. 92765-42-9) is a chemical compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound, also referred to as 3-nitro-4-isopropylbenzeneamine, is a derivative of aniline with a nitro group at the 3-position and an isopropyl group at the 4-position on the benzene ring. The structure of this compound makes it highly versatile, with applications ranging from pharmaceuticals to advanced materials.

The synthesis of 3-nitro-4-isopropylbenzeneamine involves a series of carefully controlled reactions. Typically, the starting material is aniline, which undergoes nitration to introduce the nitro group at the meta position. Subsequently, the isopropyl group is introduced through alkylation or acylation reactions. Recent advancements in catalytic methods have improved the efficiency and selectivity of these reactions, making the synthesis of this compound more accessible for industrial and research purposes.

One of the most notable applications of 3-nitro-4-isopropylbenzeneamine is in the development of advanced materials. Researchers have explored its use in creating high-performance polymers and composites. For instance, studies published in *Advanced Materials* have demonstrated that this compound can serve as a building block for synthesizing conductive polymers, which are essential for electronic devices such as flexible displays and sensors.

In the pharmaceutical industry, 3-nitro-4-isopropylbenzeneamine has shown potential as a precursor for drug molecules. Its ability to undergo various functional group transformations makes it a valuable intermediate in medicinal chemistry. Recent research has focused on its role in developing anti-inflammatory agents and antioxidants. For example, a study in *Journal of Medicinal Chemistry* highlighted its use in synthesizing compounds that exhibit potent anti-inflammatory activity.

The physical properties of 3-nitro-4-isopropylbenzeneamine are also worth noting. It has a melting point of approximately 125°C and is sparingly soluble in water but dissolves readily in organic solvents such as dichloromethane and ethanol. These properties make it suitable for various chemical processes, including chromatography and crystallization.

From an environmental perspective, understanding the degradation pathways of 3-nitro-4-isopropylbenzeneamine is crucial. Recent studies have investigated its biodegradation under aerobic conditions, revealing that it can be effectively broken down by microbial communities in soil and water systems. This information is vital for assessing its environmental impact and ensuring sustainable practices in its production and use.

In conclusion, Benzenamine, 4-(1-methylethyl)-3-nitro- (CAS No. 92765-42-9) is a multifaceted compound with diverse applications across various scientific disciplines. Its unique structure, coupled with recent advancements in synthesis and application techniques, positions it as a key player in modern chemistry research.

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