Cas no 88474-22-0 (5-Bromo-8-(bromomethyl)quinoline)

5-Bromo-8-(bromomethyl)quinoline is a brominated quinoline derivative with significant utility in organic synthesis and pharmaceutical research. The compound features reactive bromine substituents at the 5- and 8-positions, enhancing its versatility as a building block for cross-coupling reactions, nucleophilic substitutions, and functional group transformations. Its bromomethyl group at the 8-position offers a reactive site for further derivatization, making it valuable for constructing complex heterocyclic frameworks. The quinoline core provides a stable aromatic system, facilitating applications in medicinal chemistry and materials science. This compound is particularly useful for researchers seeking to develop novel bioactive molecules or advanced functional materials.
5-Bromo-8-(bromomethyl)quinoline structure
88474-22-0 structure
Product Name:5-Bromo-8-(bromomethyl)quinoline
CAS No:88474-22-0
MF:C10H7Br2N
MW:300.977280855179
MDL:MFCD25970263
CID:631331
PubChem ID:13152197
Update Time:2025-11-02

5-Bromo-8-(bromomethyl)quinoline Chemical and Physical Properties

Names and Identifiers

    • Quinoline, 5-bromo-8-(bromomethyl)-
    • 5-bromo-8-(bromomethyl)quinoline
    • EN300-127822
    • SY151436
    • DTXSID50522383
    • MFCD25970263
    • SCHEMBL21979163
    • AKOS026728511
    • 88474-22-0
    • 5-bromo-8-bromomethylquinoline
    • 5-Bromo-8-(bromomethyl)quinoline
    • MDL: MFCD25970263
    • Inchi: 1S/C10H7Br2N/c11-6-7-3-4-9(12)8-2-1-5-13-10(7)8/h1-5H,6H2
    • InChI Key: DGMZYNTVOVTLLH-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(CBr)C2C1=CC=CN=2

Computed Properties

  • Exact Mass: 300.89247g/mol
  • Monoisotopic Mass: 298.89452g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 174
  • 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: 3.4
  • Topological Polar Surface Area: 12.9?2

5-Bromo-8-(bromomethyl)quinoline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B606943-10mg
5-Bromo-8-(bromomethyl)quinoline
88474-22-0
10mg
$ 70.00 2022-06-07
TRC
B606943-50mg
5-Bromo-8-(bromomethyl)quinoline
88474-22-0
50mg
$ 230.00 2022-06-07
TRC
B606943-100mg
5-Bromo-8-(bromomethyl)quinoline
88474-22-0
100mg
$ 365.00 2022-06-07
Alichem
A189006791-5g
5-Bromo-8-(bromomethyl)quinoline
88474-22-0 95%
5g
$1460.60 2023-08-31
Alichem
A189006791-10g
5-Bromo-8-(bromomethyl)quinoline
88474-22-0 95%
10g
$2231.10 2023-08-31
Alichem
A189006791-25g
5-Bromo-8-(bromomethyl)quinoline
88474-22-0 95%
25g
$3383.50 2023-08-31
eNovation Chemicals LLC
Y1193204-1g
5-Bromo-8-(bromomethyl)quinoline
88474-22-0 95%
1g
$745 2024-07-20
Enamine
EN300-127822-0.05g
5-bromo-8-(bromomethyl)quinoline
88474-22-0 95%
0.05g
$218.0 2023-06-08
Enamine
EN300-127822-0.1g
5-bromo-8-(bromomethyl)quinoline
88474-22-0 95%
0.1g
$326.0 2023-06-08
Enamine
EN300-127822-0.25g
5-bromo-8-(bromomethyl)quinoline
88474-22-0 95%
0.25g
$466.0 2023-06-08

Additional information on 5-Bromo-8-(bromomethyl)quinoline

5-Bromo-8-(bromomethyl)quinoline (CAS No. 88474-22-0): A Versatile Building Block in Organic Synthesis

5-Bromo-8-(bromomethyl)quinoline (CAS No. 88474-22-0) is a highly valuable brominated quinoline derivative that has gained significant attention in modern organic chemistry and pharmaceutical research. This compound serves as a crucial intermediate for the synthesis of various biologically active molecules and functional materials. With its unique bromine substitution pattern, it offers multiple reactive sites for further chemical modifications, making it particularly useful in drug discovery and material science applications.

The molecular structure of 5-Bromo-8-(bromomethyl)quinoline features two strategically positioned bromine atoms: one at the 5-position of the quinoline ring and another as a bromomethyl group at the 8-position. This arrangement provides chemists with excellent opportunities for selective functionalization through various cross-coupling reactions, nucleophilic substitutions, and other transformations. Recent studies highlight its growing importance in the development of quinoline-based pharmaceuticals, particularly in areas such as antimicrobial agents and kinase inhibitors.

One of the most significant applications of 5-Bromo-8-(bromomethyl)quinoline is in the synthesis of small molecule drugs. The quinoline scaffold is known for its wide range of biological activities, and the presence of bromine atoms allows for efficient derivatization through modern palladium-catalyzed coupling reactions. Researchers are particularly interested in its potential for creating targeted therapies, especially in the context of recent global health challenges that have increased demand for novel antiviral compounds and anti-inflammatory agents.

In material science, 5-Bromo-8-(bromomethyl)quinoline serves as a precursor for organic electronic materials. The compound's ability to form extended π-conjugated systems makes it valuable for developing organic semiconductors, light-emitting diodes (OLEDs), and photovoltaic materials. With the growing emphasis on sustainable technologies, researchers are exploring its derivatives for use in next-generation energy storage and conversion devices.

The synthesis and handling of 5-Bromo-8-(bromomethyl)quinoline require specialized knowledge of organic chemistry techniques. Proper storage conditions typically involve protection from light and moisture, maintained at controlled temperatures. While not classified as hazardous under normal handling conditions, standard laboratory precautions should always be followed when working with this compound, including the use of appropriate personal protective equipment.

Market trends indicate increasing demand for 5-Bromo-8-(bromomethyl)quinoline and related quinoline derivatives, driven by expanding applications in both pharmaceutical and material science sectors. The compound's versatility has made it a subject of numerous patent applications, particularly in areas related to medicinal chemistry and functional materials. Suppliers typically offer this compound in various purity grades to meet different research and industrial needs.

Recent advances in green chemistry have also impacted the production methods for 5-Bromo-8-(bromomethyl)quinoline. Researchers are developing more sustainable synthetic routes that minimize waste and reduce the use of hazardous reagents. These innovations align with the broader chemical industry's shift toward environmentally friendly processes while maintaining high yields and purity standards.

Analytical characterization of 5-Bromo-8-(bromomethyl)quinoline typically involves techniques such as NMR spectroscopy, mass spectrometry, and HPLC analysis. These methods ensure the compound's identity and purity, which are critical for its successful application in sensitive research and development projects. The availability of high-quality analytical data has become increasingly important as regulatory requirements for chemical intermediates become more stringent.

Looking to the future, 5-Bromo-8-(bromomethyl)quinoline is expected to maintain its importance in chemical research. Its unique structural features continue to inspire new applications in drug discovery and advanced materials. As synthetic methodologies evolve and the demand for specialized chemical building blocks grows, this compound will likely remain a valuable tool for chemists working at the forefront of scientific innovation.

Recommended suppliers
Zhangzhou Sinobioway Peptide Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Zhangzhou Sinobioway Peptide Co.,Ltd.
SHOCHEM(SHANGHAI) CO.,lTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
SHOCHEM(SHANGHAI) CO.,lTD
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
TAIXING JOXIN BIO-TEC CO.,LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
TAIXING JOXIN BIO-TEC CO.,LTD.
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Xinsu New Materials Co., Ltd