Cas no 123158-74-7 (3-Chloro-5-ethylaniline)

3-Chloro-5-ethylaniline is a halogenated aromatic amine with the molecular formula C?H??ClN. This compound features a chloro substituent at the 3-position and an ethyl group at the 5-position of the aniline ring, imparting distinct electronic and steric properties. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of agrochemicals, pharmaceuticals, and specialty dyes. The chloro and ethyl groups enhance reactivity in electrophilic substitution and coupling reactions, enabling precise functionalization. Its stable aromatic structure ensures compatibility with a range of reaction conditions. The compound is typically handled under controlled conditions due to its amine functionality, requiring appropriate safety measures during storage and use.
3-Chloro-5-ethylaniline structure
3-Chloro-5-ethylaniline structure
Product Name:3-Chloro-5-ethylaniline
CAS No:123158-74-7
MF:C8H10ClN
MW:155.624701023102
CID:2106111
Update Time:2025-05-24

3-Chloro-5-ethylaniline Chemical and Physical Properties

Names and Identifiers

    • 3-chloro-5-ethylBenzenamine
    • 3-chloro-5-ethylaniline
    • OEWSOJSZVACWAD-UHFFFAOYSA-N
    • 3-Chloro-5-ethylaniline
    • Inchi: 1S/C8H10ClN/c1-2-6-3-7(9)5-8(10)4-6/h3-5H,2,10H2,1H3
    • InChI Key: OEWSOJSZVACWAD-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C=C(C=1)CC)N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 105
  • XLogP3: 2.7
  • Topological Polar Surface Area: 26

3-Chloro-5-ethylaniline Pricemore >>

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Additional information on 3-Chloro-5-ethylaniline

Research Brief on 3-Chloro-5-ethylaniline (CAS: 123158-74-7) in Chemical and Biomedical Applications

3-Chloro-5-ethylaniline (CAS: 123158-74-7) is a halogenated aniline derivative that has garnered significant attention in recent years due to its versatile applications in pharmaceutical synthesis, agrochemical development, and material science. This research brief consolidates the latest findings on this compound, focusing on its synthetic pathways, biological activities, and potential industrial uses. The compound's unique structural features, including the chloro and ethyl substituents on the aromatic ring, contribute to its reactivity and functional diversity, making it a valuable intermediate in organic synthesis.

Recent studies have highlighted the role of 3-Chloro-5-ethylaniline in the development of novel pharmacophores. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility as a precursor in the synthesis of kinase inhibitors, particularly targeting tyrosine kinases involved in cancer progression. The compound's ability to undergo selective functionalization at the amino group and the aromatic ring positions it as a key building block for structure-activity relationship (SAR) studies. Computational modeling further supports its potential in drug design, with docking studies revealing favorable interactions with various enzyme active sites.

In agrochemical research, 3-Chloro-5-ethylaniline has been investigated as a scaffold for developing next-generation herbicides and fungicides. A patent filed in 2024 by a leading agrochemical company describes its incorporation into novel sulfonylurea derivatives, exhibiting enhanced herbicidal activity against resistant weed species. The compound's stability under environmental conditions and its metabolic profile in plants have been characterized, providing insights into its mode of action and environmental fate. These findings underscore its potential to address challenges in sustainable agriculture.

The synthetic accessibility of 3-Chloro-5-ethylaniline has also been a focus of recent optimization efforts. A 2023 Organic Process Research & Development article detailed a scalable, green chemistry approach to its production, utilizing catalytic C-H activation and minimizing hazardous byproducts. This advancement addresses previous limitations in large-scale manufacturing, paving the way for broader industrial adoption. Furthermore, spectroscopic characterization (including NMR and mass spectrometry) of the compound and its derivatives has been refined, enabling more accurate quality control in production settings.

Emerging applications in material science have expanded the compound's utility beyond traditional chemical domains. Researchers have recently explored its incorporation into conductive polymers and metal-organic frameworks (MOFs), where its electron-donating properties and structural rigidity contribute to enhanced material performance. These developments position 3-Chloro-5-ethylaniline as a multifunctional chemical entity with cross-disciplinary relevance. Future research directions may focus on exploring its enantioselective transformations and investigating its biological profile in greater depth to unlock additional therapeutic potentials.

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