Cas no 28458-68-6 (N1-tert-butylbenzene-1,2-diamine)

N1-tert-butylbenzene-1,2-diamine is a diamine derivative featuring a tert-butyl substituent on one of the nitrogen atoms of the benzene-1,2-diamine scaffold. This structural modification enhances steric hindrance and electronic properties, making it a valuable intermediate in organic synthesis and coordination chemistry. Its rigid aromatic backbone and tailored substitution pattern contribute to its utility in the preparation of ligands for transition metal complexes, as well as in the synthesis of heterocyclic compounds. The tert-butyl group improves solubility in organic solvents and can influence reactivity in selective transformations. This compound is particularly relevant in catalysis and materials science applications where controlled steric and electronic tuning is required.
N1-tert-butylbenzene-1,2-diamine structure
28458-68-6 structure
Product Name:N1-tert-butylbenzene-1,2-diamine
CAS No:28458-68-6
MF:C10H16N2
MW:164.247442245483
MDL:MFCD10695240
CID:852468
PubChem ID:10583161
Update Time:2025-08-01

N1-tert-butylbenzene-1,2-diamine Chemical and Physical Properties

Names and Identifiers

    • 1-N-tert-Butylbenzene-1,2-diamine
    • 2-N-tert-butylbenzene-1,2-diamine
    • N1-(tert-Butyl)benzene-1,2-diamine
    • N1-tert-butylbenzene-1,2-diamine
    • 1,2-Benzenediamine, N1-(1,1-dimethylethyl)-
    • N-tert-Butyl-o-phenylenediamine
    • N-t-butyl-benzene-1,2-diamine
    • MOEDDZLJZIHCHG-UHFFFAOYSA-N
    • N-tert-butyl-benzene-1,2-diamine
    • N1-(tert-Butyl)-1,2-benzenediamine
    • NE61033
    • AK548921
    • V4909
    • J3.607.362D
    • H11618
    • DB-210071
    • F1911-3721
    • SB75780
    • SCHEMBL1269273
    • N-tert-butylbenzene-1,2-diamine
    • CS-0149922
    • AS-17962
    • EN300-37437
    • 28458-68-6
    • DTXSID00442007
    • MFCD10695240
    • AKOS005200573
    • MDL: MFCD10695240
    • Inchi: 1S/C10H16N2/c1-10(2,3)12-9-7-5-4-6-8(9)11/h4-7,12H,11H2,1-3H3
    • InChI Key: MOEDDZLJZIHCHG-UHFFFAOYSA-N
    • SMILES: N(C1C=CC=CC=1N)C(C)(C)C

Computed Properties

  • Exact Mass: 164.131348519g/mol
  • Monoisotopic Mass: 164.131348519g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 137
  • 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: 38

Experimental Properties

  • Density: 1.0±0.1 g/cm3
  • Boiling Point: 279.9±23.0 °C at 760 mmHg
  • Flash Point: 142.6±26.2 °C
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

N1-tert-butylbenzene-1,2-diamine Security Information

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Additional information on N1-tert-butylbenzene-1,2-diamine

N1-tert-butylbenzene-1,2-diamine: A Comprehensive Overview

N1-tert-butylbenzene-1,2-diamine (CAS No. 28458-68-6) is a versatile organic compound with significant applications in various industries. This compound, also referred to as N1-(tert-butyl)benzene-1,2-diamine, is a derivative of benzene with two amino groups (-NH2) and a tert-butyl group (-C(CH3)3) attached to the aromatic ring. The tert-butyl group imparts unique steric and electronic properties to the molecule, making it highly valuable in chemical synthesis and material science.

Recent studies have highlighted the potential of N1-tert-butylbenzene-1,2-diamine in advanced materials development. Researchers have explored its role as a precursor for synthesizing high-performance polymers and polymeric materials. For instance, the compound has been utilized in the production of thermally stable polymers, which are critical for aerospace and electronics applications. The steric hindrance introduced by the tert-butyl group enhances the thermal stability and mechanical properties of the resulting polymers.

In addition to its role in polymer synthesis, N1-tert-butylbenzene-1,2-diamine has gained attention in catalysis research. Scientists have demonstrated its effectiveness as a ligand in transition metal-catalyzed reactions, particularly in asymmetric catalysis. The compound's ability to coordinate with metal centers while maintaining steric bulk makes it an ideal candidate for enantioselective reactions. This property has opened new avenues for the synthesis of chiral molecules, which are essential in pharmaceuticals and agrochemicals.

The synthesis of N1-tert-butylbenzene-1,2-diamine involves a multi-step process that typically starts with benzene diamine derivatives. The introduction of the tert-butyl group is achieved through nucleophilic substitution or coupling reactions, depending on the specific conditions and desired product purity. Recent advancements in catalytic methods have improved the efficiency and selectivity of these reactions, reducing production costs and environmental impact.

Another area where N1-tert-butylbenzene-1,2-diamine has shown promise is in electronic materials. Researchers have investigated its use as a building block for conducting polymers and organic semiconductors. The compound's electronic properties, influenced by the tert-butyl group's electron-donating nature, make it suitable for applications in flexible electronics and optoelectronic devices.

Furthermore, N1-tert-butylbenzene-1,2-diamine has been explored for its potential in drug delivery systems. Its ability to form stable complexes with metal ions has led to its use in designing nanocarriers for targeted drug delivery. This application leverages the compound's biocompatibility and controlled release properties, making it a valuable component in pharmaceutical formulations.

In conclusion, N1-tert-butylbenzene-1,2-diamine (CAS No. 28458-68-6) is a multifaceted compound with diverse applications across various fields. Its unique chemical properties and versatility make it an essential component in modern material science and chemical synthesis. As research continues to uncover new potential uses for this compound, its significance in both academic and industrial settings is expected to grow further.

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