Cas no 3974-16-1 (4,6-Dichloro-5-phenylpyrimidine)

4,6-Dichloro-5-phenylpyrimidine is a halogenated pyrimidine derivative widely used as a key intermediate in organic synthesis and pharmaceutical research. Its structure features reactive chlorine atoms at the 4- and 6-positions, enabling efficient nucleophilic substitution reactions, while the phenyl group at the 5-position enhances stability and influences electronic properties. This compound is particularly valuable in the development of heterocyclic compounds, agrochemicals, and active pharmaceutical ingredients (APIs). Its high purity and consistent reactivity make it a reliable building block for constructing complex molecular frameworks. Researchers favor it for its versatility in cross-coupling, amination, and other functionalization reactions, facilitating the synthesis of tailored pyrimidine-based structures.
4,6-Dichloro-5-phenylpyrimidine structure
3974-16-1 structure
Product Name:4,6-Dichloro-5-phenylpyrimidine
CAS No:3974-16-1
MF:C10H6Cl2N2
MW:225.074039936066
MDL:MFCD06253716
CID:2102547
Update Time:2025-10-28

4,6-Dichloro-5-phenylpyrimidine Chemical and Physical Properties

Names and Identifiers

    • PyriMidine, 4,6-dichloro-5-phenyl-
    • 4,6-Dichloro-5-phenylpyrimidine
    • NYEOKRVTIYIBGF-UHFFFAOYSA-N
    • STL253523
    • AK244792
    • ST45174983
    • MDL: MFCD06253716
    • Inchi: 1S/C10H6Cl2N2/c11-9-8(10(12)14-6-13-9)7-4-2-1-3-5-7/h1-6H
    • InChI Key: NYEOKRVTIYIBGF-UHFFFAOYSA-N
    • SMILES: ClC1C(=C(N=CN=1)Cl)C1C=CC=CC=1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 173
  • Topological Polar Surface Area: 25.8

Experimental Properties

  • Density: 1.363±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 109 oC
  • Boiling Point: 321.1±42.0°C at 760 mmHg
  • Solubility: Very slightly soluble (0.27 g/l) (25 o C),

4,6-Dichloro-5-phenylpyrimidine Security Information

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Additional information on 4,6-Dichloro-5-phenylpyrimidine

4,6-Dichloro-5-phenylpyrimidine (CAS No. 3974-16-1): A Comprehensive Overview

The compound 4,6-Dichloro-5-phenylpyrimidine, also known by its CAS registry number CAS No. 3974-16-1, is a significant molecule in the field of organic chemistry and materials science. This compound belongs to the class of pyrimidines, which are six-membered aromatic heterocycles containing two nitrogen atoms at positions 1 and 3. The presence of chlorine substituents at positions 4 and 6, along with a phenyl group at position 5, imparts unique electronic and structural properties to this molecule. These properties make it a valuable compound in various research and industrial applications.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of 4,6-Dichloro-5-phenylpyrimidine. Researchers have explored various routes, including nucleophilic aromatic substitution and cyclization reactions, to construct this compound. One notable approach involves the reaction of amines with chlorinated intermediates under specific conditions to achieve high yields. These methods have been optimized to minimize side reactions and improve the overall purity of the product.

The structural uniqueness of 4,6-Dichloro-5-phenylpyrimidine has led to its exploration in diverse fields. In materials science, this compound has been investigated for its potential as a building block in constructing advanced materials such as organic semiconductors and coordination polymers. Its ability to form stable π–π interactions and hydrogen bonds makes it an ideal candidate for these applications.

In the pharmaceutical industry, 4,6-Dichloro-5-phenylpyrimidine has shown promise as a lead compound for drug development. Studies have demonstrated its potential as an inhibitor of certain enzymes and receptors involved in disease pathways. For instance, recent research highlights its activity against kinase enzymes, which are critical targets in cancer therapy.

The environmental impact and toxicity profile of 4,6-Dichloro-5-phenylpyrimidine have also been subjects of recent studies. Researchers have evaluated its biodegradation rates under various environmental conditions and assessed its potential risks to aquatic life. These studies are crucial for ensuring the safe handling and disposal of this compound in industrial settings.

In conclusion, 4,6-Dichloro-5-phenylpyrimidine (CAS No. 3974-16-1) is a versatile compound with wide-ranging applications across multiple disciplines. Its unique chemical structure and properties continue to drive innovative research and development efforts. As advancements in synthetic chemistry and materials science progress, this compound is expected to play an increasingly important role in both academic and industrial contexts.

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