Cas no 70591-20-7 (N-(Diphenylmethylene)aminoacetonitrile)

N-(Diphenylmethylene)aminoacetonitrile is a versatile organic compound primarily used as an intermediate in synthetic chemistry. Its structure features a diphenylmethylene group attached to an aminoacetonitrile moiety, making it valuable for constructing nitrogen-containing heterocycles and other complex frameworks. The compound is particularly useful in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals due to its reactivity as a protected glycine equivalent. Its stability under various reaction conditions allows for selective transformations, including nucleophilic additions and cyclizations. The presence of both nitrile and imine functionalities enhances its utility in multi-step syntheses, offering chemists a flexible building block for tailored molecular design.
N-(Diphenylmethylene)aminoacetonitrile structure
70591-20-7 structure
Product Name:N-(Diphenylmethylene)aminoacetonitrile
CAS No:70591-20-7
MF:C15H12N2
MW:220.269183158875
MDL:MFCD00009970
CID:59115
PubChem ID:160871395
Update Time:2025-06-30

N-(Diphenylmethylene)aminoacetonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-((Diphenylmethylene)amino)acetonitrile
    • N-(Diphenylmethylene)aminoacetonitrile
    • 2-(benzhydrylideneamino)acetonitrile
    • Diphenylmethyleniminoacetonitrile
    • (Benzhydrylidene-amino)-acetonitrile
    • VRLJFRODHVSTIK-UHFFFAOYSA-N
    • Acetonitrile, [(diphenylmethylene)amino]-
    • 4,4-diphenyl-3-azabut-3-enenitrile
    • 2-[(Diphenylmethylene)amino]acetonitrile
    • PubChem13883
    • MLS002206568
    • Benzhydrylideneaminoacetonitrile
    • (benzhydrylideneamino)acetonitrile
    • MDL: MFCD00009970
    • Inchi: 1S/C15H12N2/c16-11-12-17-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,12H2
    • InChI Key: VRLJFRODHVSTIK-UHFFFAOYSA-N
    • SMILES: N(/CC#N)=C(/C1C=CC=CC=1)\C1C=CC=CC=1

Computed Properties

  • Exact Mass: 220.10000
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 278
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3
  • Topological Polar Surface Area: 36.2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.1405 (rough estimate)
  • Melting Point: 83.0 to 87.0 deg-C
  • Boiling Point: 343.6℃ at 760 mmHg
  • Flash Point: 161.6℃
  • Refractive Index: 1.5000 (estimate)
  • Solubility: 95% ethanol: soluble50mg/mL, clear, colorless to faintly yellow
  • PSA: 36.15000
  • LogP: 3.04758
  • λmax: 245(H2O)(lit.)
  • Solubility: Not available

N-(Diphenylmethylene)aminoacetonitrile Security Information

N-(Diphenylmethylene)aminoacetonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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Additional information on N-(Diphenylmethylene)aminoacetonitrile

Professional Introduction to N-(Diphenylmethylene)aminoacetonitrile (CAS No. 70591-20-7)

N-(Diphenylmethylene)aminoacetonitrile, identified by its Chemical Abstracts Service (CAS) number 70591-20-7, is a significant compound in the realm of organic chemistry and pharmaceutical research. This heterocyclic nitrile features a unique structural framework that has garnered considerable attention from the scientific community due to its versatile applications in synthetic chemistry and potential utility in drug development.

The molecular structure of N-(Diphenylmethylene)aminoacetonitrile consists of a central carbon atom double-bonded to a phenyl group, attached to an amine-substituted nitrile group. This configuration imparts distinct reactivity and electronic properties, making it a valuable intermediate in the synthesis of more complex molecules. The presence of both electron-donating and withdrawing groups in its structure allows for diverse chemical transformations, which are pivotal in the development of novel pharmaceutical agents.

In recent years, the compound has been extensively studied for its role in the synthesis of bioactive molecules. Its ability to serve as a precursor for various pharmacophores has made it a subject of interest in medicinal chemistry. Specifically, researchers have explored its potential in the development of kinase inhibitors, which are crucial in treating cancers and inflammatory diseases. The diphenylmethylene moiety, in particular, has been shown to enhance binding affinity to target proteins, making it an attractive scaffold for drug design.

One of the most compelling aspects of N-(Diphenylmethylene)aminoacetonitrile is its utility in constructing complex heterocyclic systems. These systems are often integral to the pharmacological activity of many therapeutic agents. For instance, studies have demonstrated its use in creating fused ring structures that mimic natural products with potent biological activities. The nitrile group further contributes to the compound's reactivity, enabling functionalization through various chemical pathways such as hydrolysis or reduction, which can yield valuable intermediates for drug synthesis.

The compound's significance extends beyond academic research; it also holds promise for industrial applications. Its structural motifs are frequently employed in the manufacture of specialty chemicals and advanced materials. For example, derivatives of N-(Diphenylmethylene)aminoacetonitrile have been investigated for their potential use in organic electronics, where they contribute to the development of more efficient light-emitting diodes (LEDs) and photovoltaic cells. This dual functionality underscores the compound's versatility and broad applicability.

The latest advancements in synthetic methodologies have further enhanced the utility of N-(Diphenylmethylene)aminoacetonitrile. Modern techniques such as transition-metal-catalyzed cross-coupling reactions have enabled more efficient and selective transformations, allowing chemists to access previously inaccessible derivatives with greater ease. These innovations have not only accelerated research but also opened new avenues for therapeutic development.

In conclusion, N-(Diphenylmethylene)aminoacetonitrile (CAS No. 70591-20-7) represents a cornerstone compound in contemporary organic and medicinal chemistry. Its unique structural features and broad reactivity profile make it an indispensable tool for researchers aiming to develop novel pharmaceuticals and advanced materials. As scientific understanding continues to evolve, it is anticipated that this compound will remain at the forefront of chemical innovation, driving progress across multiple disciplines.

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