Cas no 93489-29-3 ((3-isocyanatopropyl)cyclohexane)

(3-Isocyanatopropyl)cyclohexane is a cycloaliphatic isocyanate compound characterized by its reactive NCO group, which enables versatile crosslinking in polyurethane and polyurea formulations. Its cyclohexane backbone contributes to enhanced thermal and chemical stability compared to linear aliphatic isocyanates, making it suitable for high-performance coatings, adhesives, and elastomers. The compound exhibits low volatility and favorable compatibility with various polyols, facilitating controlled reactivity and improved mechanical properties in cured materials. Its structure also imparts resistance to UV degradation, expanding its utility in outdoor applications. As a monomer, it offers precise stoichiometric control in polymerization reactions, ensuring consistent product performance. Proper handling is required due to its moisture sensitivity and potential health hazards.
(3-isocyanatopropyl)cyclohexane structure
93489-29-3 structure
Product Name:(3-isocyanatopropyl)cyclohexane
CAS No:93489-29-3
MF:C10H17NO
MW:167.248082876205
CID:4338103
PubChem ID:19763988
Update Time:2025-06-13

(3-isocyanatopropyl)cyclohexane Chemical and Physical Properties

Names and Identifiers

    • Cyclohexane, (3-isocyanatopropyl)-
    • (3-isocyanatopropyl)cyclohexane
    • 93489-29-3
    • SCHEMBL3462014
    • EN300-1842697
    • Inchi: 1S/C10H17NO/c12-9-11-8-4-7-10-5-2-1-3-6-10/h10H,1-8H2
    • InChI Key: FGSAWTVDLIHWDC-UHFFFAOYSA-N
    • SMILES: C1(CCCN=C=O)CCCCC1

Computed Properties

  • Exact Mass: 167.131014166Da
  • Monoisotopic Mass: 167.131014166Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • Complexity: 155
  • 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: 4.5
  • Topological Polar Surface Area: 29.4?2

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Additional information on (3-isocyanatopropyl)cyclohexane

Introduction to (3-isocyanatopropyl)cyclohexane (CAS No. 93489-29-3)

(3-isocyanatopropyl)cyclohexane, with the chemical formula C??H??N?O, is a significant compound in the field of specialty chemicals and pharmaceutical intermediates. This compound, identified by its CAS number 93489-29-3, has garnered attention due to its versatile applications in synthetic chemistry and material science. The unique structure of (3-isocyanatopropyl)cyclohexane features an isocyanate functional group attached to a cyclohexyl backbone, making it a valuable building block for various chemical reactions and formulations.

The isocyanate group in (3-isocyanatopropyl)cyclohexane is highly reactive, enabling it to participate in a wide range of chemical transformations. These include polymerization reactions, where it can serve as a monomer or cross-linking agent, and condensation reactions with amines or hydroxyl compounds to form urethane derivatives. Such derivatives find extensive use in coatings, adhesives, and elastomers due to their excellent thermal stability and mechanical properties.

In recent years, research has highlighted the potential of (3-isocyanatopropyl)cyclohexane in the development of novel pharmaceutical agents. The compound's ability to undergo nucleophilic addition reactions with biological molecules has opened doors for its application in drug synthesis. For instance, studies have demonstrated its role in the preparation of prodrugs that release active pharmaceutical ingredients (APIs) under specific physiological conditions. This property is particularly valuable for enhancing drug bioavailability and targeting specificity.

The cyclohexane ring in (3-isocyanatopropyl)cyclohexane contributes to its chemical stability and flexibility, making it suitable for various industrial applications. Researchers have explored its use as a precursor in the synthesis of macrocyclic compounds, which are increasingly being utilized in medicinal chemistry for their unique binding properties. These macrocycles can act as scaffolds for designing new therapeutic agents with improved efficacy and reduced side effects.

Moreover, the reactivity of the isocyanate group has been leveraged in the development of advanced materials. For example, (3-isocyanatopropyl)cyclohexane has been used to create novel polyurethane foams with enhanced flame retardancy and thermal insulation properties. These materials are particularly relevant in industries where safety and energy efficiency are paramount, such as automotive and construction sectors.

The pharmaceutical industry has also shown interest in (3-isocyanatopropyl)cyclohexane for its potential as a chiral building block. Chiral compounds are essential in drug development due to their specific interactions with biological targets. By incorporating chiral centers into the structure of pharmaceutical intermediates, researchers can fine-tune the pharmacological properties of drugs, leading to more effective treatments with fewer adverse effects.

In conclusion, (3-isocyanatopropyl)cyclohexane (CAS No. 93489-29-3) is a multifaceted compound with broad applications across synthetic chemistry, material science, and pharmaceuticals. Its unique structural features and reactivity make it a valuable asset for researchers and industry professionals alike. As scientific understanding advances, the potential uses of this compound are likely to expand further, driving innovation in multiple domains.

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