Cas no 3663-23-8 (4-butylbenzene-1,2-diamine)

4-Butylbenzene-1,2-diamine is an aromatic diamine compound featuring a butyl substituent on the benzene ring. This structure imparts unique reactivity and solubility properties, making it valuable in synthetic organic chemistry, particularly in the preparation of heterocyclic compounds, dyes, and coordination complexes. The presence of two adjacent amino groups allows for selective functionalization, enabling applications in polymer synthesis and pharmaceutical intermediates. Its hydrophobic butyl chain enhances solubility in organic solvents, facilitating reactions under mild conditions. The compound's stability and well-defined reactivity profile make it a useful building block in specialized chemical synthesis, particularly where controlled diamine incorporation is required.
4-butylbenzene-1,2-diamine structure
4-butylbenzene-1,2-diamine structure
Product Name:4-butylbenzene-1,2-diamine
CAS No:3663-23-8
MF:C10H16N2
MW:164.247442245483
CID:313309
PubChem ID:19313
Update Time:2025-06-08

4-butylbenzene-1,2-diamine Chemical and Physical Properties

Names and Identifiers

    • 1,2-Benzenediamine,4-butyl-
    • 4-butylbenzene-1,2-diamine
    • 4-Butyl-1,2-benzenediamine
    • 4-n-Butyl-o-phenylenediamine
    • HSDB 6269
    • o-Phenylenediamine, 4-butyl-
    • 4-n-butyl-1,2-phenylenediamine
    • 2-AMINO-4-N-BUTYLANILINE
    • 4-butyl-O-phenylenediamine
    • 1,2-Benzenediamine, 4-butyl-
    • NS00030068
    • 4-BUTYL-1,2-BENZENEDIAMINE [HSDB]
    • AKOS006275172
    • FT-0752998
    • 4-butyl-1,2-phenylene-diamine
    • EINECS 222-917-7
    • 3,4-Diamino-1-butylbenzene
    • SCHEMBL7204931
    • UNII-M4GA1B83X0
    • A902678
    • DTXSID3063120
    • 3663-23-8
    • WQEGHHLKDKIWKM-UHFFFAOYSA-N
    • F18184
    • Q27283480
    • 4-butyl-1,2-phenylenediamine
    • M4GA1B83X0
    • EN300-1241624
    • Inchi: 1S/C10H16N2/c1-2-3-4-8-5-6-9(11)10(12)7-8/h5-7H,2-4,11-12H2,1H3
    • InChI Key: WQEGHHLKDKIWKM-UHFFFAOYSA-N
    • SMILES: NC1=C(C=CC(=C1)CCCC)N

Computed Properties

  • Exact Mass: 164.13148
  • Monoisotopic Mass: 164.131349
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 125
  • 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: 52

Experimental Properties

  • Density: 1.027
  • Boiling Point: 302.3°Cat760mmHg
  • Flash Point: 161.7°C
  • Refractive Index: 1.584
  • PSA: 52.04

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Additional information on 4-butylbenzene-1,2-diamine

4-Butylbenzene-1,2-diamine (CAS No. 3663-23-8): A Comprehensive Overview

4-Butylbenzene-1,2-diamine (CAS No. 3663-23-8) is a versatile organic compound that has garnered significant attention in the fields of chemistry, pharmaceuticals, and materials science. This compound, also known as 1,2-diaminobutylbenzene, is characterized by its unique molecular structure and chemical properties, making it a valuable component in various applications. This article provides an in-depth exploration of 4-butylbenzene-1,2-diamine, including its synthesis, properties, and potential uses in modern research and industry.

The chemical structure of 4-butylbenzene-1,2-diamine consists of a benzene ring substituted with a butyl group at the para position and two amino groups at the ortho positions. This arrangement imparts specific reactivity and functional characteristics to the molecule. The compound can be synthesized through various methods, including the reduction of nitro compounds or the coupling of anilines with appropriate reagents. Recent advancements in synthetic chemistry have led to more efficient and environmentally friendly routes for producing 4-butylbenzene-1,2-diamine.

In terms of physical properties, 4-butylbenzene-1,2-diamine is a white crystalline solid at room temperature with a melting point of approximately 100°C. It is soluble in common organic solvents such as ethanol and acetone but has limited solubility in water. The compound exhibits strong basicity due to the presence of the amino groups, which can form salts with acids. These properties make it suitable for use in various chemical reactions and formulations.

The reactivity of 4-butylbenzene-1,2-diamine is primarily driven by its amino groups. These functional groups can participate in a wide range of chemical reactions, including condensation reactions with aldehydes and ketones to form Schiff bases, coupling reactions with carboxylic acids to produce amides, and cross-coupling reactions with aryl halides to form substituted benzene derivatives. The versatility of these reactions has made 4-butylbenzene-1,2-diamine an important intermediate in the synthesis of complex organic molecules.

In the pharmaceutical industry, 4-butylbenzene-1,2-diamine has shown promise as a precursor for the development of new drugs. Recent studies have explored its potential as a building block for designing small molecules with therapeutic properties. For instance, researchers have synthesized derivatives of 4-butylbenzene-1,2-diamine that exhibit potent anti-inflammatory and anti-cancer activities. These derivatives are being evaluated in preclinical studies for their efficacy and safety profiles.

Beyond pharmaceutical applications, 4-butylbenzene-1,2-diamine has found use in materials science. Its ability to form stable complexes with metal ions makes it a valuable ligand for preparing coordination polymers and metal-organic frameworks (MOFs). These materials have applications in gas storage, catalysis, and separation processes. Additionally, the compound's basicity and reactivity make it suitable for use in polymerization reactions to produce functional polymers with tailored properties.

The environmental impact of 4-butylbenzene-1,2-diamine is an important consideration in its industrial use. While the compound itself is not classified as hazardous under current regulations, proper handling and disposal practices are essential to minimize any potential risks. Researchers are actively investigating more sustainable synthesis methods to reduce the environmental footprint associated with its production.

In conclusion, 4-butylbenzene-1,2-diamine (CAS No. 3663-23-8) is a multifaceted compound with a wide range of applications in chemistry, pharmaceuticals, and materials science. Its unique molecular structure and chemical properties make it an attractive candidate for various research and industrial processes. Ongoing studies continue to uncover new possibilities for this versatile compound, highlighting its significance in modern scientific endeavors.

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