Cas no 14993-80-7 (2-(6-Methylpyridin-2-yl)acetonitrile)

2-(6-Methylpyridin-2-yl)acetonitrile is a versatile organic compound featuring a pyridine ring substituted with a methyl group at the 6-position and an acetonitrile functional group at the 2-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for constructing heterocyclic frameworks. Its nitrile group offers reactivity for further transformations, such as hydrolysis or reduction, while the methylpyridine moiety enhances stability and influences electronic properties. The compound is commonly used in cross-coupling reactions and as a precursor for bioactive molecules. High purity grades ensure consistent performance in research and industrial applications, supporting efficient synthetic routes.
2-(6-Methylpyridin-2-yl)acetonitrile structure
14993-80-7 structure
Product Name:2-(6-Methylpyridin-2-yl)acetonitrile
CAS No:14993-80-7
MF:C8H8N2
MW:132.162521362305
MDL:MFCD09923709
CID:1034402
PubChem ID:12266356
Update Time:2025-05-23

2-(6-Methylpyridin-2-yl)acetonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-(6-Methylpyridin-2-yl)acetonitrile
    • (6-Methyl-[2]pyridyl)-acetonitril
    • (6-methyl-[2]pyridyl)-acetonitrile
    • (6-methyl-pyridin-2-yl)-acetonitrile
    • < 6-Methyl-pyridyl-(2)> -acetonitril
    • 2-cyanomethyl-6-methylpyridine
    • 6-Methyl-4-cyanmethylpyridin
    • AK131506
    • KB-15272
    • RL01913
    • SureCN1025377
    • 2-Pyridineacetonitrile, 6-methyl-
    • CS-0308606
    • 14993-80-7
    • MFCD09923709
    • UEBREBAKASRNDA-UHFFFAOYSA-N
    • AKOS012506286
    • DTXSID70483144
    • 2-(6-Methylpyridine-2-yl)acetonitrile
    • J-506175
    • SCHEMBL1025377
    • EN300-1254310
    • A884218
    • SB54496
    • DB-301918
    • MDL: MFCD09923709
    • Inchi: 1S/C8H8N2/c1-7-3-2-4-8(10-7)5-6-9/h2-4H,5H2,1H3
    • InChI Key: UEBREBAKASRNDA-UHFFFAOYSA-N
    • SMILES: N1C(C)=CC=CC=1CC#N

Computed Properties

  • Exact Mass: 132.06884
  • Monoisotopic Mass: 132.068748264g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 145
  • 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: 0.9
  • Topological Polar Surface Area: 36.7?2

Experimental Properties

  • PSA: 36.68

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Additional information on 2-(6-Methylpyridin-2-yl)acetonitrile

2-(6-Methylpyridin-2-yl)acetonitrile: A Comprehensive Overview

2-(6-Methylpyridin-2-yl)acetonitrile (CAS No. 14993-80-7) is a versatile organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound, also referred to as 6-methylpyridine-2-acetonitrile, has garnered attention due to its unique chemical properties and potential for use in drug development and industrial processes. Recent advancements in synthetic methodologies and its biological evaluations have further highlighted its importance in modern chemistry.

The molecular structure of 2-(6-Methylpyridin-2-yl)acetonitrile consists of a pyridine ring substituted with a methyl group at the 6-position and a cyano group at the 2-position. This arrangement imparts the molecule with distinct electronic properties, making it an attractive candidate for various chemical transformations. The pyridine ring, being aromatic and electron-deficient, facilitates interactions with nucleophiles and electrophiles, enabling its use as an intermediate in the synthesis of complex molecules.

Recent studies have explored the cytotoxic activity of 2-(6-Methylpyridin-2-yl)acetonitrile against various cancer cell lines. Research indicates that this compound exhibits selective toxicity towards malignant cells, potentially due to its ability to modulate key cellular pathways involved in apoptosis and proliferation. These findings underscore its potential as a lead compound in anticancer drug discovery.

In terms of synthesis, 2-(6-Methylpyridin-2-yl)acetonitrile can be prepared through several routes, including the cyanation of substituted pyridines. One notable method involves the reaction of 6-methylpyridine with cyanogen chloride in the presence of a base. This approach has been optimized to achieve high yields and purity, making it suitable for large-scale production. Additionally, advancements in catalytic systems have enabled more efficient syntheses, reducing production costs and environmental impact.

The application of 2-(6-Methylpyridin-2-yl)acetonitrile extends beyond pharmaceuticals. It serves as an intermediate in the synthesis of agrochemicals, where its ability to act as a nitrating agent or a precursor for bioactive molecules is highly valued. Furthermore, its role in materials science is emerging, particularly in the development of novel polymers and coordination compounds.

From an environmental perspective, understanding the fate and behavior of 14993-80-7 in different ecosystems is crucial. Studies have shown that this compound undergoes biodegradation under specific conditions, reducing its persistence in the environment. However, further research is needed to assess its long-term impact on aquatic and terrestrial ecosystems.

In conclusion, 2-(6-Methylpyridin-2-yl)acetonitrile (CAS No. 14993-80-7) stands out as a multifaceted compound with promising applications across diverse industries. Its unique chemical properties, coupled with recent advancements in synthesis and biological evaluation, position it as a valuable asset in contemporary chemical research. As ongoing studies continue to unravel its full potential, this compound is poised to play an increasingly significant role in both academic and industrial settings.

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