Cas no 144180-63-2 (2,2'-Diiodo-6,6'-dimethylbiphenyl)

2,2'-Diiodo-6,6'-dimethylbiphenyl is a halogenated biphenyl derivative characterized by its iodine substituents at the 2 and 2' positions and methyl groups at the 6 and 6' positions. This compound serves as a valuable intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki-Miyaura and Ullmann couplings, due to the reactivity of its iodine atoms. The methyl groups enhance steric stability, improving selectivity in catalytic transformations. Its well-defined structure makes it useful for constructing complex aromatic frameworks in pharmaceuticals, agrochemicals, and materials science. The compound is typically handled under inert conditions to preserve its reactivity.
2,2'-Diiodo-6,6'-dimethylbiphenyl structure
144180-63-2 structure
Product Name:2,2'-Diiodo-6,6'-dimethylbiphenyl
CAS No:144180-63-2
MF:C14H12I2
MW:434.054028511047
CID:1314187
PubChem ID:2801711
Update Time:2025-11-02

2,2'-Diiodo-6,6'-dimethylbiphenyl Chemical and Physical Properties

Names and Identifiers

    • 1,1'-Biphenyl, 2,2'-diiodo-6,6'-dimethyl-
    • UKZXGBNQRZGWQM-UHFFFAOYSA-N
    • AT25056
    • InChI=1/C14H12I2/c1-9-5-3-7-11(15)13(9)14-10(2)6-4-8-12(14)16/h3-8H,1-2H3
    • 144180-63-2
    • 2,2/'-Diiodo-6,6/'-dimethylbiphenyl
    • SCHEMBL3395495
    • AKOS024262765
    • 1-iodo-2-(2-iodo-6-methylphenyl)-3-methylbenzene
    • DTXSID80384315
    • 134453-96-6
    • 2,2'-DIIODO-6,6'-DIMETHYLBIPHENYL
    • UKZXGBNQRZGWQM-UHFFFAOYSA-
    • CS-0446650
    • 2,2'-Diiodo-6,6'-dimethyl-1,1'-biphenyl
    • 2,2'-Diiodo-6,6'-dimethylbiphenyl
    • Inchi: 1S/C14H12I2/c1-9-5-3-7-11(15)13(9)14-10(2)6-4-8-12(14)16/h3-8H,1-2H3
    • InChI Key: UKZXGBNQRZGWQM-UHFFFAOYSA-N
    • SMILES: IC1=CC=CC(C)=C1C1C(=CC=CC=1C)I

Computed Properties

  • Exact Mass: 433.90196
  • Monoisotopic Mass: 433.903
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 205
  • 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: 5.6
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • PSA: 0

2,2'-Diiodo-6,6'-dimethylbiphenyl Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D455503-250mg
2,2'-Diiodo-6,6'-dimethylbiphenyl
144180-63-2
250mg
$ 50.00 2022-06-05
TRC
D455503-500mg
2,2'-Diiodo-6,6'-dimethylbiphenyl
144180-63-2
500mg
$ 65.00 2022-06-05
TRC
D455503-2.5g
2,2'-Diiodo-6,6'-dimethylbiphenyl
144180-63-2
2.5g
$ 185.00 2022-06-05

2,2'-Diiodo-6,6'-dimethylbiphenyl Related Literature

Additional information on 2,2'-Diiodo-6,6'-dimethylbiphenyl

2,2'-Diiodo-6,6'-dimethylbiphenyl (CAS No. 144180-63-2): Properties, Applications, and Market Insights

2,2'-Diiodo-6,6'-dimethylbiphenyl (CAS No. 144180-63-2) is a specialized organic compound that has garnered significant attention in recent years due to its unique chemical structure and versatile applications. This iodinated biphenyl derivative features two iodine atoms at the 2 and 2' positions and methyl groups at the 6 and 6' positions, making it a valuable intermediate in various chemical syntheses. Researchers and industry professionals are increasingly interested in this compound for its potential in pharmaceutical development, material science, and catalysis.

The molecular formula of 2,2'-Diiodo-6,6'-dimethylbiphenyl is C14H12I2, with a molecular weight of 434.06 g/mol. Its crystalline structure and high purity make it suitable for precision applications in organic electronics and advanced materials. Recent studies have explored its role in the synthesis of liquid crystals and photoactive compounds, aligning with the growing demand for sustainable and high-performance materials in the tech industry.

One of the most searched questions about 2,2'-Diiodo-6,6'-dimethylbiphenyl is its solubility and stability under different conditions. This compound is typically soluble in organic solvents such as dichloromethane, tetrahydrofuran (THF), and dimethyl sulfoxide (DMSO), but exhibits limited solubility in water. Its stability at room temperature makes it a reliable choice for long-term storage and transportation, which is crucial for industrial applications.

In the pharmaceutical sector, 2,2'-Diiodo-6,6'-dimethylbiphenyl is being investigated as a building block for drug discovery and medicinal chemistry. Its iodine atoms provide excellent sites for further functionalization, enabling the creation of novel therapeutic agents. This aligns with the current trend in precision medicine and targeted drug delivery, where researchers seek compounds with tunable properties for specific biological targets.

The compound's role in cross-coupling reactions is another area of interest. As the demand for green chemistry and atom-efficient syntheses grows, 2,2'-Diiodo-6,6'-dimethylbiphenyl serves as a valuable reagent in palladium-catalyzed reactions, such as the Suzuki-Miyaura and Stille couplings. These reactions are widely used in the production of biaryl compounds, which are essential in agrochemicals, pharmaceuticals, and materials science.

Market trends indicate a steady increase in the demand for high-purity 2,2'-Diiodo-6,6'-dimethylbiphenyl, particularly in regions with strong chemical manufacturing and research and development sectors. Suppliers are focusing on scalable synthesis methods to meet the needs of academic and industrial clients. The compound's compatibility with flow chemistry and continuous manufacturing processes further enhances its appeal in modern chemical production.

Environmental and safety considerations are also critical when handling 2,2'-Diiodo-6,6'-dimethylbiphenyl. While it is not classified as a hazardous material under standard regulations, proper laboratory practices, including the use of personal protective equipment (PPE) and fume hoods, are recommended. This aligns with the broader industry shift toward sustainable laboratory practices and responsible chemical management.

In summary, 2,2'-Diiodo-6,6'-dimethylbiphenyl (CAS No. 144180-63-2) is a versatile and valuable compound with applications spanning pharmaceuticals, materials science, and catalysis. Its unique properties and compatibility with modern synthetic methods make it a key player in advancing research and industrial processes. As the chemical industry continues to evolve, this compound is poised to play an even greater role in innovation and development.

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