Cas no 5503-82-2 (Benzene,1,2-diiodo-3,4,5,6-tetramethyl-)

Benzene,1,2-diiodo-3,4,5,6-tetramethyl- is a highly functionalized aromatic compound characterized by the presence of two iodine substituents at the 1,2-positions and four methyl groups at the remaining positions. This structure imparts unique reactivity, making it valuable in organic synthesis, particularly in cross-coupling reactions and as a precursor for further derivatization. The electron-donating methyl groups enhance the stability of the aromatic system, while the iodine atoms serve as excellent leaving groups for metal-catalyzed transformations. Its well-defined molecular architecture ensures predictable reactivity, making it a useful intermediate in pharmaceutical and materials science research. The compound’s purity and structural consistency are critical for reproducible results in advanced synthetic applications.
Benzene,1,2-diiodo-3,4,5,6-tetramethyl- structure
5503-82-2 structure
Product Name:Benzene,1,2-diiodo-3,4,5,6-tetramethyl-
CAS No:5503-82-2
MF:C10H12I2
MW:386.011227607727
CID:367055
PubChem ID:633546
Update Time:2025-06-15

Benzene,1,2-diiodo-3,4,5,6-tetramethyl- Chemical and Physical Properties

Names and Identifiers

    • Benzene,1,2-diiodo-3,4,5,6-tetramethyl-
    • 1,2-Diiodo-3,4,5,6-tetramethylbenzene
    • 1,2-Diiodo-3,4,5,6-tetramethyl-benzene
    • 5,6-Diiod-tetramethylbenzol
    • Benzene,1,2-diiodo-3,4,5,6-tetramethyl
    • diiodoprehnitene
    • Diiodprehnitol
    • AKOS015853598
    • A830454
    • DTXSID80348255
    • 1,2-bis(iodanyl)-3,4,5,6-tetramethyl-benzene
    • FT-0635758
    • ZACBVOGAUCKCHM-UHFFFAOYSA-N
    • 5503-82-2
    • DB-052677
    • MDL: MFCD06656523
    • Inchi: 1S/C10H12I2/c1-5-6(2)8(4)10(12)9(11)7(5)3/h1-4H3
    • InChI Key: ZACBVOGAUCKCHM-UHFFFAOYSA-N
    • SMILES: IC1C(=C(C)C(C)=C(C)C=1C)I

Computed Properties

  • Exact Mass: 385.90300
  • Monoisotopic Mass: 385.90285g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 140
  • 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: 4.7
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • Density: 1.942
  • Boiling Point: 334.4 oC at 760 mmHg
  • Flash Point: 157.2 oC
  • Refractive Index: 1.637
  • PSA: 0.00000
  • LogP: 4.12940

Benzene,1,2-diiodo-3,4,5,6-tetramethyl- Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

Benzene,1,2-diiodo-3,4,5,6-tetramethyl- Customs Data

  • HS CODE:2903999090
  • Customs Data:

    China Customs Code:

    2903999090

    Overview:

    2903999090 Other aromatic halogenated derivatives. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2903999090 halogenated derivatives of aromatic hydrocarbons VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Benzene,1,2-diiodo-3,4,5,6-tetramethyl- Pricemore >>

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Benzene,1,2-diiodo-3,4,5,6-tetramethyl- Related Literature

Additional information on Benzene,1,2-diiodo-3,4,5,6-tetramethyl-

Benzene,1,2-diiodo-3,4,5,6-tetramethyl- (CAS No. 5503-82-2): A Comprehensive Overview in Modern Chemical Research

Benzene,1,2-diiodo-3,4,5,6-tetramethyl- (CAS No. 5503-82-2) is a specialized organic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This tetramethylated derivative of diiodobenzene exhibits unique structural and electronic properties, making it a valuable intermediate in the synthesis of complex molecules. The compound's molecular structure, characterized by four methyl groups and two iodine substituents on the benzene ring, imparts distinct reactivity and stability that are highly useful in various synthetic applications.

The< strong>tetramethyl moiety in the molecule enhances its resistance to thermal degradation and chemical reduction, which is particularly advantageous in environments where high temperatures or harsh conditions are encountered. This stability has made it a preferred choice for researchers working on the development of novel materials and pharmaceuticals that require robust molecular frameworks.

The< strong>diiodo substituents on the benzene ring introduce electrophilic centers that facilitate various coupling reactions, including Suzuki-Miyaura and Stille couplings. These reactions are pivotal in constructing biaryl structures, which are prevalent in many biologically active compounds. The presence of iodine atoms also allows for further functionalization through metal-catalyzed cross-coupling reactions, enabling the synthesis of a wide array of derivatives with tailored properties.

In recent years, there has been a surge in research focused on the applications of< strong>Benzene,1,2-diiodo-3,4,5,6-tetramethyl- (CAS No. 5503-82-2) in drug discovery and material science. One notable area is its use as a building block in the synthesis of small-molecule inhibitors targeting specific biological pathways. For instance, researchers have leveraged its reactivity to develop novel compounds that interact with enzymes involved in cancer metabolism. These inhibitors have shown promise in preclinical studies for their ability to disrupt critical signaling pathways without significant off-target effects.

The compound's utility extends beyond pharmaceuticals into the realm of advanced materials. Its ability to form stable polymers and coordination complexes with transition metals has been explored for applications in organic electronics and catalysis. In one groundbreaking study published last year, scientists demonstrated the use of< strong>Benzene,1,2-diiodo-3,4,5,6-tetramethyl- (CAS No. 5503-82-2) to create a new class of luminescent materials with potential use in optoelectronic devices. The iodine atoms act as anchoring points for metal complexes while the methyl groups provide steric hindrance to control molecular packing and enhance photophysical properties.

The synthesis of< strong>Benzene,1,2-diiodo-3,4,5,6-tetramethyl (CAS No. 5503-82-2) involves a multi-step process that typically begins with the methylation of benzene followed by iodination under controlled conditions. Advances in synthetic methodologies have enabled more efficient and scalable production methods without compromising purity or yield. Recent innovations include the use of flow chemistry techniques to improve reaction control and reduce waste generation.

The safety profile of< strong>Benzene,< strong>1,< strong>2-diiodo-,< strong>3,< strong>4,< strong>5,< strong>6-tetramethyl- (CAS No. 5503-82-2) is another critical aspect that has been thoroughly investigated by researchers. While handling any halogenated aromatic compound requires standard precautions due to potential skin and eye irritation risks associated with iodine compounds,< strong>Benzene,< strong>1,< strong>2-diiodo-,< strong>3,< strong>4,< strong>5,< strong>6-tetramethyl- (CAS No. 5503-82-2) has demonstrated relatively low toxicity when used under controlled laboratory conditions.

In conclusion,< strong>Benzene,< strong>1,< strong>2-diiodo-,< strong>3,< strong>4,< strong>5,< strong>6-tetramethyl- (CAS No. 5503-82-2) remains a cornerstone compound in modern chemical research due to its versatility and reactivity. Its applications span from drug development to advanced materials science, underscoring its importance as a versatile building block for innovative chemists worldwide.

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