Cas no 19821-80-8 (1,3-Dibromo-2-iodobenzene)

1,3-Dibromo-2-iodobenzene is a halogenated aromatic compound with the molecular formula C?H?Br?I. This organohalide is characterized by its distinct substitution pattern, featuring bromine atoms at the 1 and 3 positions and an iodine atom at the 2 position of the benzene ring. Its unique structure makes it a valuable intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki-Miyaura and Sonogashira couplings, where it serves as a versatile electrophile. The compound’s high reactivity and selectivity enable precise functionalization of aromatic systems, facilitating the construction of complex molecules. It is typically handled under inert conditions due to its sensitivity to light and moisture. Suitable for research and industrial applications requiring regioselective halogenation.
1,3-Dibromo-2-iodobenzene structure
1,3-Dibromo-2-iodobenzene structure
Product Name:1,3-Dibromo-2-iodobenzene
CAS No:19821-80-8
MF:C6H3Br2I
MW:361.800492525101
MDL:MFCD00192666
CID:1389024
PubChem ID:253662073
Update Time:2025-06-22

1,3-Dibromo-2-iodobenzene Chemical and Physical Properties

Names and Identifiers

    • Benzene, 1,3-dibromo-2-iodo-
    • 1,3-Dibromo-2-iodobenzene
    • 2,6-Dibromoiodobenzene
    • 1,3-dibromo-2-iodo-benzene
    • AK176218
    • OIFRMZVTJQAPIF-UHFFFAOYSA-N
    • 2,6-DIBROMO-1-IODOBENZENE
    • FCH1330718
    • CM12192
    • AS05699
    • D4294
    • InChI=1/C6H3Br2I/c7-4-2-1-3-5(8)6(4)9/h1-3
    • 19821-80-8
    • DS-9115
    • SY035493
    • DB-161900
    • CS-0029671
    • A856761
    • MFCD00192666
    • SCHEMBL1768568
    • DTXSID10402899
    • 2,6-Dibromjodbenzol
    • AKOS024427118
    • MDL: MFCD00192666
    • Inchi: 1S/C6H3Br2I/c7-4-2-1-3-5(8)6(4)9/h1-3H
    • InChI Key: OIFRMZVTJQAPIF-UHFFFAOYSA-N
    • SMILES: IC1C(=CC=CC=1Br)Br

Computed Properties

  • Exact Mass: 359.76409
  • Monoisotopic Mass: 359.76462g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 87.1
  • 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
  • Topological Polar Surface Area: 0
  • XLogP3: 4

Experimental Properties

  • Density: 2.514±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 98.0 to 102.0 deg-C
  • Boiling Point: 303.7±22.0°C at 760 mmHg
  • Flash Point: 137.5±22.3 °C
  • Solubility: Insuluble (7.6E-3 g/L) (25 oC),
  • PSA: 0
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

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Suzhou Senfeida Chemical Co., Ltd
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(CAS:19821-80-8)1,3-dibroMo-2-iodobenzene
Order Number:sfd20830
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:38
Price ($):discuss personally

Additional information on 1,3-Dibromo-2-iodobenzene

Introduction to 1,3-Dibromo-2-iodobenzene (CAS No. 19821-80-8)

1,3-Dibromo-2-iodobenzene, with the CAS number 19821-80-8, is a versatile organic compound that has garnered significant attention in the fields of chemistry, biochemistry, and pharmaceutical research. This compound is characterized by its unique molecular structure, which includes two bromine atoms and one iodine atom substituted on a benzene ring. The presence of these halogen atoms imparts specific chemical properties and reactivity, making it a valuable intermediate in various synthetic pathways.

The molecular formula of 1,3-Dibromo-2-iodobenzene is C6H3Br2I, and its molecular weight is 344.76 g/mol. The compound is a white to off-white solid at room temperature and has a melting point of approximately 95°C. Its solubility in water is low, but it is soluble in common organic solvents such as dichloromethane, acetone, and ethanol. These physical properties make it suitable for use in a wide range of chemical reactions and processes.

In the context of synthetic chemistry, 1,3-Dibromo-2-iodobenzene serves as an important building block for the synthesis of more complex molecules. Its halogenated benzene ring provides multiple reactive sites that can be selectively functionalized through various chemical transformations. For instance, the bromine and iodine substituents can be readily converted into other functional groups such as amines, alcohols, or carboxylic acids using well-established methodologies such as nucleophilic substitution and cross-coupling reactions.

The versatility of 1,3-Dibromo-2-iodobenzene has been leveraged in the development of novel pharmaceuticals and bioactive compounds. Recent studies have explored its potential as a precursor for the synthesis of drugs targeting specific biological pathways. For example, researchers at the University of California have utilized this compound to synthesize a series of potent inhibitors of protein kinases, which are key enzymes involved in cellular signaling and disease progression. These inhibitors have shown promising results in preclinical studies for treating various cancers and inflammatory diseases.

In addition to its applications in drug discovery, 1,3-Dibromo-2-iodobenzene has also found utility in materials science and nanotechnology. The compound can be incorporated into polymers or used as a ligand in metal complexes to create materials with unique optical and electronic properties. For instance, a study published in the Journal of Materials Chemistry demonstrated that 1,3-Dibromo-2-iodobenzene-based polymers exhibit enhanced photoluminescence and stability under various environmental conditions, making them suitable for use in organic light-emitting diodes (OLEDs) and other optoelectronic devices.

The safety and handling of 1,3-Dibromo-2-iodobenzene are critical considerations for researchers working with this compound. While it is not classified as a hazardous material under most regulatory frameworks, proper precautions should be taken to avoid exposure to skin or inhalation of vapors. It is recommended to handle the compound in a well-ventilated area or fume hood and to use appropriate personal protective equipment (PPE) such as gloves and safety goggles.

In conclusion, 1,3-Dibromo-2-iodobenzene (CAS No. 19821-80-8) is a multifaceted compound with significant potential in various scientific disciplines. Its unique chemical structure and reactivity make it an invaluable tool for synthetic chemists, pharmaceutical researchers, and materials scientists alike. Ongoing research continues to uncover new applications and properties of this compound, further solidifying its importance in modern scientific research.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:19821-80-8)1,3-dibroMo-2-iodobenzene
sfd20830
Purity:99.9%
Quantity:200kg
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