Cas no 689260-53-5 (2-Bromo-5-iodo-1,3-dimethylbenzene)

2-Bromo-5-iodo-1,3-dimethylbenzene is a halogenated aromatic compound featuring both bromine and iodine substituents on a dimethylbenzene backbone. This structure makes it a versatile intermediate in organic synthesis, particularly for cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings. The presence of two distinct halogens allows for selective functionalization, enabling precise modifications in complex molecule construction. Its high purity and stability ensure reliable performance in pharmaceutical and agrochemical research. The compound’s well-defined reactivity profile and compatibility with various catalysts make it valuable for constructing advanced heterocycles and fine chemicals. Proper handling under inert conditions is recommended due to its sensitivity to light and moisture.
2-Bromo-5-iodo-1,3-dimethylbenzene structure
689260-53-5 structure
Product Name:2-Bromo-5-iodo-1,3-dimethylbenzene
CAS No:689260-53-5
MF:C8H8BrI
MW:310.957593917847
MDL:MFCD07780650
CID:499733
PubChem ID:20748037
Update Time:2025-05-20

2-Bromo-5-iodo-1,3-dimethylbenzene Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-5-iodo-1,3-dimethylbenzene
    • 2-Bromo-5-iodo-m-xylene
    • Benzene,2-bromo-5-iodo-1,3-dimethyl-
    • 2,6-DIMETHYL-4-IODOBROMOBENZENE
    • 2-bromo-1,3-dimethyl-5-iodobenzene
    • AG-G-67129
    • AS03236
    • CTK5C8687
    • MFCD07780650
    • FT-0763706
    • SCHEMBL15262205
    • Benzene, 2-bromo-5-iodo-1,3-dimethyl-
    • 689260-53-5
    • SY040792
    • A866945
    • QFHHDLIXCIGLBS-UHFFFAOYSA-N
    • CK2378
    • AKOS005148823
    • 4-Iodo-2,6-dimethylbromobenzene
    • DTXSID40609596
    • CS-0028722
    • DS-7121
    • 2-bromo-5-iodo-1,3-dimethyl-benzene
    • DB-074081
    • MDL: MFCD07780650
    • Inchi: 1S/C8H8BrI/c1-5-3-7(10)4-6(2)8(5)9/h3-4H,1-2H3
    • InChI Key: QFHHDLIXCIGLBS-UHFFFAOYSA-N
    • SMILES: IC1C=C(C)C(=C(C)C=1)Br

Computed Properties

  • Exact Mass: 309.88494
  • Monoisotopic Mass: 309.885
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 104
  • 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: 0A^2
  • XLogP3: 4

Experimental Properties

  • Density: 1.940
  • Boiling Point: 282.4℃ at 760 mmHg
  • Flash Point: 125℃
  • Refractive Index: 1.622
  • PSA: 0

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Additional information on 2-Bromo-5-iodo-1,3-dimethylbenzene

Introduction to 2-Bromo-5-iodo-1,3-dimethylbenzene (CAS No. 689260-53-5)

2-Bromo-5-iodo-1,3-dimethylbenzene (CAS No. 689260-53-5) is a versatile organic compound with significant applications in the fields of chemical synthesis, pharmaceutical research, and materials science. This compound is characterized by its unique structural features, which include a bromine atom at the 2-position, an iodine atom at the 5-position, and methyl groups at the 1 and 3 positions of the benzene ring. These substituents endow the molecule with a range of chemical properties that make it an attractive starting material for various synthetic pathways.

The synthesis of 2-Bromo-5-iodo-1,3-dimethylbenzene typically involves multistep reactions, including halogenation and functional group manipulation. One common approach is to start with a substituted benzene derivative and sequentially introduce the bromine and iodine atoms through electrophilic aromatic substitution reactions. The presence of the methyl groups at the 1 and 3 positions can influence the regioselectivity of these reactions, making the synthesis both challenging and rewarding from a synthetic chemistry perspective.

In recent years, 2-Bromo-5-iodo-1,3-dimethylbenzene has gained attention in pharmaceutical research due to its potential as a building block for drug discovery. The bromine and iodine substituents can be readily converted into other functional groups through cross-coupling reactions such as Suzuki-Miyaura coupling or Stille coupling. These transformations allow for the synthesis of a wide array of derivatives with diverse biological activities. For instance, studies have shown that compounds derived from 2-Bromo-5-iodo-1,3-dimethylbenzene exhibit promising antitumor properties by targeting specific enzymes or receptors involved in cancer cell proliferation.

Beyond pharmaceutical applications, 2-Bromo-5-iodo-1,3-dimethylbenzene has also found use in materials science. Its unique electronic properties make it suitable for the development of organic electronic materials, such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). The bromine and iodine substituents can be used to fine-tune the electronic structure of these materials, optimizing their performance in various devices. Recent research has focused on incorporating 2-Bromo-5-iodo-1,3-dimethylbenzene-based derivatives into conjugated polymers to enhance their charge transport properties and stability.

The safety and environmental impact of 2-Bromo-5-iodo-1,3-dimethylbenzene are important considerations in its use. While it is not classified as a hazardous substance under current regulations, proper handling and storage practices are essential to ensure workplace safety. Researchers should adhere to standard laboratory protocols to minimize exposure risks and prevent environmental contamination. Additionally, ongoing studies are evaluating the long-term effects of this compound on human health and the environment to ensure its safe use in various applications.

In conclusion, 2-Bromo-5-iodo-1,3-dimethylbenzene (CAS No. 689260-53-5) is a valuable compound with diverse applications in chemical synthesis, pharmaceutical research, and materials science. Its unique structural features make it an attractive starting material for a wide range of synthetic transformations and functional material development. As research continues to advance in these fields, the potential uses of 2-Bromo-5-iodo-1,3-dimethylbenzene are likely to expand further, contributing to new discoveries and innovations.

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