Cas no 59477-35-9 (4-chlorocyclohexan-1-amine)

4-Chlorocyclohexan-1-amine is a cyclohexylamine derivative featuring a chlorine substituent at the 4-position, making it a valuable intermediate in organic synthesis and pharmaceutical applications. Its structural properties, including the presence of both an amine and a chloro functional group, enable versatile reactivity for further derivatization, such as nucleophilic substitutions or reductive aminations. The compound’s cyclohexane backbone contributes to its stability, while the chlorine atom enhances its utility in cross-coupling reactions. It is commonly employed in the preparation of bioactive molecules, agrochemicals, and specialty chemicals. Proper handling is advised due to its potential reactivity and sensitivity to moisture.
4-chlorocyclohexan-1-amine structure
4-chlorocyclohexan-1-amine structure
Product Name:4-chlorocyclohexan-1-amine
CAS No:59477-35-9
MF:C6H12ClN
MW:133.619180679321
MDL:MFCD19205251
CID:338548
PubChem ID:424391
Update Time:2025-06-27

4-chlorocyclohexan-1-amine Chemical and Physical Properties

Names and Identifiers

    • Cyclohexanamine, 4-chloro-
    • 4-Chloro-cyclohexylamine
    • 4-chlorocyclohexan-1-amine
    • 59477-35-9
    • SCHEMBL1766456
    • SCHEMBL13340172
    • AKOS006338298
    • EN300-2995126
    • 4-Chlorocyclohexanamine
    • MDL: MFCD19205251
    • Inchi: 1S/C6H12ClN/c7-5-1-3-6(8)4-2-5/h5-6H,1-4,8H2
    • InChI Key: SXBXZRWVGWJIEF-UHFFFAOYSA-N
    • SMILES: ClC1CCC(CC1)N

Computed Properties

  • Exact Mass: 133.06596
  • Monoisotopic Mass: 133.0658271g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 66.9
  • 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: 1.2
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • PSA: 26.02

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Additional information on 4-chlorocyclohexan-1-amine

4-Chlorocyclohexan-1-Amine: A Comprehensive Overview

4-Chlorocyclohexan-1-amine (CAS No. 59477-35-9) is a versatile organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its cyclohexane ring structure, which is substituted with a chlorine atom at the 4-position and an amine group at the 1-position. The unique combination of these functional groups imparts 4-chlorocyclohexan-1-amine with distinct chemical properties, making it a valuable intermediate in synthetic chemistry.

The synthesis of 4-chlorocyclohexan-1-amine typically involves multi-step processes that leverage the reactivity of cyclohexane derivatives. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, reducing production costs and minimizing waste. For instance, researchers have explored the use of transition metal catalysts to facilitate the coupling reactions required for constructing the amine functionality. These innovations highlight the growing emphasis on sustainable practices in chemical manufacturing.

One of the most notable applications of 4-chlorocyclohexan-1-amine is in the development of pharmaceutical agents. The compound serves as a key intermediate in the synthesis of various bioactive molecules, including anti-inflammatory drugs and antiviral agents. For example, studies have shown that derivatives of 4-chlorocyclohexan-1-amine exhibit potent inhibitory effects against enzymes involved in inflammatory pathways, offering potential therapeutic benefits for conditions such as arthritis and neurodegenerative diseases.

In addition to its pharmaceutical applications, 4-chlorocyclohexan-1-amine has found utility in agrochemical research. Its ability to act as a precursor for herbicides and fungicides has made it an important component in crop protection products. Recent research has focused on optimizing the bioavailability and efficacy of these compounds, ensuring they meet stringent environmental and safety standards.

The chemical properties of 4-chlorocyclohexan-1-amine are heavily influenced by its molecular structure. The cyclohexane ring provides structural rigidity, while the chlorine substituent introduces electron-withdrawing effects that enhance reactivity. This combination makes the compound highly amenable to various nucleophilic and electrophilic reactions, enabling its use in a wide range of synthetic transformations.

From a materials science perspective, 4-chlorocyclohexan-1-amine has been explored as a building block for advanced polymers and materials with tailored properties. Its ability to participate in polymerization reactions under mild conditions has opened new avenues for developing high-performance materials for applications in electronics, textiles, and biomedical devices.

Recent studies have also investigated the environmental fate and toxicity of 4-chlorocyclohexan-1-amine, particularly in relation to its potential impact on aquatic ecosystems. Researchers have developed novel analytical methods to monitor trace levels of this compound in environmental samples, ensuring compliance with regulatory standards and promoting sustainable practices.

In conclusion, 4-chlorocyclohexan-1-amine (CAS No. 59477-35-9) is a multifaceted compound with significant implications across diverse industries. Its unique chemical properties, coupled with ongoing advancements in synthesis and application techniques, continue to drive innovation and expand its utility in modern chemistry.

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