Cas no 5407-84-1 (2-(1-phenylcyclopentyl)acetonitrile)

2-(1-Phenylcyclopentyl)acetonitrile is a nitrile-functionalized organic compound featuring a phenyl-substituted cyclopentyl core. Its structure combines aromatic and alicyclic components, making it a versatile intermediate in synthetic organic chemistry. The nitrile group offers reactivity for further transformations, such as hydrolysis to carboxylic acids or reduction to primary amines, while the cyclopentyl ring provides steric and conformational constraints useful in designing pharmacophores or specialty chemicals. This compound is particularly valuable in medicinal chemistry and materials science for constructing complex molecular architectures. Its stability under standard conditions ensures ease of handling in laboratory settings.
2-(1-phenylcyclopentyl)acetonitrile structure
5407-84-1 structure
Product Name:2-(1-phenylcyclopentyl)acetonitrile
CAS No:5407-84-1
MF:C13H15N
MW:185.264903306961
CID:383738
PubChem ID:223258
Update Time:2025-10-31

2-(1-phenylcyclopentyl)acetonitrile Chemical and Physical Properties

Names and Identifiers

    • Cyclopentaneacetonitrile,1-phenyl-
    • 2-(1-phenylcyclopentyl)acetonitrile
    • (1-phenylcyclopentyl)acetonitrile
    • AC1L5CF9
    • CTK4J9489
    • KST-1A6563
    • NSC10727
    • SureCN8315393
    • SCHEMBL8315393
    • (1-phenyl-cyclopentyl)-acetonitrile
    • 5407-84-1
    • MSILGXYVRBMZJA-UHFFFAOYSA-N
    • NSC-10727
    • EN300-1865100
    • NSC 10727
    • DTXSID30278937
    • Inchi: 1S/C13H15N/c14-11-10-13(8-4-5-9-13)12-6-2-1-3-7-12/h1-3,6-7H,4-5,8-10H2
    • InChI Key: MSILGXYVRBMZJA-UHFFFAOYSA-N
    • SMILES: N#CCC1(C2C=CC=CC=2)CCCC1

Computed Properties

  • Exact Mass: 185.12055
  • Monoisotopic Mass: 185.120449483g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 223
  • 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: 3.6
  • Topological Polar Surface Area: 23.8?2

Experimental Properties

  • PSA: 23.79
  • LogP: 3.41208

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Additional information on 2-(1-phenylcyclopentyl)acetonitrile

2-(1-phenylcyclopentyl)acetonitrile: A Comprehensive Overview

2-(1-phenylcyclopentyl)acetonitrile (CAS No. 5407-84-1) is a compound of significant interest in the fields of organic chemistry and materials science. This compound, characterized by its unique structure, has garnered attention due to its potential applications in drug discovery, polymer synthesis, and as a precursor in advanced chemical transformations. The molecule consists of a cyclopentane ring substituted with a phenyl group at position 1 and an acetonitrile group at position 2, making it a versatile building block for further chemical modifications.

The cyclopentane ring in 2-(1-phenylcyclopentyl)acetonitrile plays a crucial role in determining the compound's physical and chemical properties. The phenyl group introduces aromaticity and enhances the molecule's stability, while the acetonitrile group provides nucleophilic character, making it reactive under certain conditions. Recent studies have explored the use of this compound in click chemistry reactions, where its reactivity has been exploited to form stable covalent bonds with other functional groups.

One of the most promising applications of 2-(1-phenylcyclopentyl)acetonitrile lies in its role as a precursor for synthesizing complex molecules with bioactive properties. Researchers have utilized this compound to develop novel drug candidates targeting various therapeutic areas, including cancer and neurodegenerative diseases. The ability to modify the substituents on the cyclopentane ring and the acetonitrile group allows for fine-tuning of pharmacokinetic properties, such as solubility and bioavailability.

Recent advancements in green chemistry have also highlighted the potential of 2-(1-phenylcyclopentyl)acetonitrile as an environmentally friendly alternative to traditional synthetic routes. By employing catalytic methods and biodegradable solvents, chemists have developed more sustainable protocols for synthesizing this compound. These methods not only reduce waste but also minimize the environmental footprint associated with its production.

In terms of material science, 2-(1-phenylcyclopentyl)acetonitrile has been investigated as a monomer for producing high-performance polymers. Its ability to undergo polymerization under mild conditions makes it an attractive candidate for developing materials with tailored mechanical and thermal properties. Applications in electronics, aerospace, and biomedical devices are currently being explored.

The synthesis of 2-(1-phenylcyclopentyl)acetonitrile typically involves multi-step reactions that require precise control over reaction conditions. Key steps include Friedel-Crafts alkylation to introduce the phenyl group onto the cyclopentane ring and subsequent nucleophilic substitution to attach the acetonitrile group. Recent research has focused on optimizing these steps to improve yield and purity while reducing costs.

From a structural standpoint, 2-(1-phenylcyclopentyl)acetonitrile exhibits interesting stereochemical properties due to the flexibility of the cyclopentane ring. This flexibility allows for conformational changes that can influence reactivity and selectivity in chemical reactions. Understanding these properties is essential for designing efficient synthetic pathways and predicting molecular behavior in different environments.

In conclusion, 2-(1-phenylcyclopentyl)acetonitrile (CAS No. 5407-84-1) is a versatile compound with diverse applications across multiple disciplines. Its unique structure, reactivity, and tunable properties make it an invaluable tool in modern chemistry research. As ongoing studies continue to uncover new potential uses and improved synthetic methods, this compound is poised to play an even greater role in advancing scientific innovation.

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