Cas no 5415-07-6 (3-oxo-2,3-diphenylpropanenitrile)

3-Oxo-2,3-diphenylpropanenitrile is a versatile organic compound characterized by its ketone and nitrile functional groups, making it a valuable intermediate in synthetic chemistry. Its structure, featuring two phenyl rings and a reactive carbonyl group, enables its use in various organic transformations, including condensation reactions and nucleophilic additions. The compound's stability and well-defined reactivity profile facilitate its application in pharmaceutical and agrochemical research, particularly in the synthesis of heterocyclic compounds. Its high purity and consistent performance make it a reliable choice for laboratory-scale and industrial processes. The nitrile group further enhances its utility as a precursor for amides, acids, and other derivatives.
3-oxo-2,3-diphenylpropanenitrile structure
5415-07-6 structure
Product Name:3-oxo-2,3-diphenylpropanenitrile
CAS No:5415-07-6
MF:C15H11NO
MW:221.253943681717
CID:939896
PubChem ID:21522
Update Time:2025-10-07

3-oxo-2,3-diphenylpropanenitrile Chemical and Physical Properties

Names and Identifiers

    • 3-oxo-2,3-diphenylpropanenitrile
    • (1-cyano-1-phenymethyl) phenyl ketone; Benzoylphenylacetonitrile; 2,2-diphenyl-3-oxopropionitrile; BRN 0646139; 3-Oxo-2,3-diphenyl-propionitril; 3-oxo-2,3-diphenylpropionitrile; ACETONITRILE, BENZOYLPHENYL-; 2-cyano-2-phenylacetophenone; 3-oxo-2,3-diphenyl-propionitrile;
    • BRN 0646139
    • alpha-benzoylphenylacetonitrile
    • CS-0091541
    • .alpha.-Benzoylphenylacetonitrile
    • NSC 122780
    • 4-10-00-02986 (Beilstein Handbook Reference)
    • NSC-11189
    • Benzenepropanenitrile, beta-oxo-alpha-phenyl-
    • AI3-19354
    • Benzoylphenylacetonitrile
    • Benzenepropanenitrile,b-oxo-a-phenyl-
    • .alpha.-Benzoylbenzyl cyanide
    • 5415-07-6
    • alpha-Cyanobenzyl phenyl ketone
    • NSC122780
    • NSC-122780
    • alpha-Cyanodeoxybenzoin
    • Benzenepropanenitrile, .beta.-oxo-.alpha.-phenyl-
    • NSC 11189
    • Z57107446
    • b-Oxo-a-phenyl-benzenepropanenitrile
    • .alpha.-Cyanodeoxybenzoin
    • SCHEMBL5505530
    • AKOS008967325
    • 3-oxo-2,3-diphenyl-propionitrile
    • EN300-59210
    • WLN: NC1R XO1R
    • beta-Oxo-alpha-phenylbenzenepropanenitrile
    • ACETONITRILE, BENZOYLPHENYL-
    • alpha-Benzoylbenzyl cyanide
    • NSC11189
    • MDL: MFCD00193641
    • Inchi: 1S/C15H11NO/c16-11-14(12-7-3-1-4-8-12)15(17)13-9-5-2-6-10-13/h1-10,14H
    • InChI Key: JATZBKSNYZHCOC-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=CC=1)C(C#N)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 221.08413
  • Monoisotopic Mass: 221.084063974g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 302
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.7
  • Topological Polar Surface Area: 40.9?2

Experimental Properties

  • Density: 1.0966 (rough estimate)
  • Boiling Point: 362.31°C (rough estimate)
  • Refractive Index: 1.6283 (estimate)
  • PSA: 40.86

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Additional information on 3-oxo-2,3-diphenylpropanenitrile

Introduction to 3-oxo-2,3-diphenylpropanenitrile (CAS No. 5415-07-6)

3-oxo-2,3-diphenylpropanenitrile, identified by the Chemical Abstracts Service (CAS) number 5415-07-6, is a significant organic compound that has garnered attention in the field of pharmaceutical chemistry and synthetic organic chemistry. This molecule, characterized by its nitrile functional group and a conjugated system of carbonyl and aromatic rings, exhibits a unique set of chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules.

The structural framework of 3-oxo-2,3-diphenylpropanenitrile consists of a central carbon atom double-bonded to an oxygen atom (forming a β-keto ester-like structure) and connected to two phenyl groups. This arrangement imparts remarkable reactivity, making it a versatile building block for further functionalization. The presence of both electron-withdrawing and electron-donating groups in its structure allows for diverse chemical transformations, including nucleophilic additions, condensations, and cyclizations.

In recent years, the pharmaceutical industry has shown increasing interest in heterocyclic compounds derived from 3-oxo-2,3-diphenylpropanenitrile. Researchers have leveraged its scaffold to develop novel molecules with potential therapeutic applications. For instance, derivatives of this compound have been explored as intermediates in the synthesis of nonsteroidal anti-inflammatory drugs (NSAIDs) and kinase inhibitors. The conjugated system in 3-oxo-2,3-diphenylpropanenitrile enhances its ability to interact with biological targets, making it an attractive candidate for drug discovery.

One of the most compelling aspects of 3-oxo-2,3-diphenylpropanenitrile is its role in the development of advanced materials. The aromatic rings and the nitrile group contribute to its stability and compatibility with various polymer matrices. Consequently, this compound has been investigated as a precursor for high-performance polymers that exhibit enhanced thermal and mechanical properties. Such materials are particularly relevant in industries requiring durable and lightweight components, such as aerospace and automotive manufacturing.

The synthesis of 3-oxo-2,3-diphenylpropanenitrile typically involves multi-step organic reactions starting from readily available precursors like benzaldehyde derivatives. Advanced synthetic methodologies, including cross-coupling reactions and transition metal catalysis, have been employed to optimize yield and purity. These techniques not only improve the efficiency of production but also enable the introduction of additional functional groups tailored to specific applications.

Recent studies have highlighted the potential of 3-oxo-2,3-diphenylpropanenitrile in medicinal chemistry by demonstrating its utility as a precursor for bioactive scaffolds. For example, researchers have synthesized analogs of this compound that exhibit inhibitory activity against enzymes involved in metabolic pathways relevant to diseases such as diabetes and cancer. The ability to modify the phenyl rings and the nitrile group allows for fine-tuning of physicochemical properties, including solubility and bioavailability.

The electronic properties of 3-oxo-2,3-diphenylpropanenitrile also make it interesting for applications in organic electronics. Its conjugated system facilitates charge transport, making it a candidate material for use in organic light-emitting diodes (OLEDs) and photovoltaic devices. By incorporating this compound into thin-film technologies, scientists aim to develop more efficient and cost-effective solutions for display technologies and renewable energy systems.

In conclusion,3-oxo-2,3-diphenylpropanenitrile (CAS No. 5415-07-6) is a multifaceted compound with broad applications across pharmaceuticals, materials science, and electronics. Its unique structural features enable diverse chemical transformations and interactions with biological systems, positioning it as a key intermediate in modern chemical research. As synthetic methodologies continue to evolve, the potential applications of this compound are expected to expand further.

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