Cas no 214976-40-6 (5-Chloro-2-fluorobenzylzinc bromide)

5-Chloro-2-fluorobenzylzinc bromide is an organozinc reagent commonly employed in cross-coupling reactions, such as Negishi or Kumada couplings, due to its high reactivity and selectivity. The presence of both chloro and fluoro substituents on the benzyl ring enhances its utility in constructing complex aromatic frameworks. This compound is typically supplied as a solution in THF or ether, ensuring ease of handling and compatibility with air- and moisture-sensitive reactions. Its stability under controlled conditions and predictable reactivity make it a valuable intermediate for pharmaceutical and agrochemical synthesis. Proper storage under inert atmosphere is recommended to maintain its efficacy.
5-Chloro-2-fluorobenzylzinc bromide structure
214976-40-6 structure
Product Name:5-Chloro-2-fluorobenzylzinc bromide
CAS No:214976-40-6
MF:C7H5BrClFZn
MW:288.879000425339
CID:6027248
PubChem ID:10493634
Update Time:2026-03-11

5-Chloro-2-fluorobenzylzinc bromide Chemical and Physical Properties

Names and Identifiers

    • 5-Chloro-2-fluorobenzylzinc bromide
    • bromozinc(1+);4-chloro-1-fluoro-2-methanidylbenzene
    • 5-Chloro-2-fluorobenzylzinc bromide, 0.50 M in THF
    • 214976-40-6
    • MFCD22684839
    • Inchi: 1S/C7H5ClF.BrH.Zn/c1-5-4-6(8)2-3-7(5)9;;/h2-4H,1H2;1H;/q;;+1/p-1
    • InChI Key: ISQIQQAQHLZZJI-UHFFFAOYSA-M
    • SMILES: C(C1C=C(Cl)C=CC=1F)[Zn]Br

Computed Properties

  • Exact Mass: 285.85386g/mol
  • Monoisotopic Mass: 285.85386g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 104
  • Covalently-Bonded Unit Count: 2
  • 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?2

5-Chloro-2-fluorobenzylzinc bromide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB570598-50 ml
5-Chloro-2-fluorobenzylzinc bromide, 0.50 M in THF; .
214976-40-6
50 ml
€1155.00 2024-04-18
abcr
AB570598-100 ml
5-Chloro-2-fluorobenzylzinc bromide, 0.50 M in THF; .
214976-40-6
100 ml
€1808.60 2024-04-18
abcr
AB570598-50ml
5-Chloro-2-fluorobenzylzinc bromide, 0.50 M in THF; .
214976-40-6
50ml
€1155.00 2024-08-02
abcr
AB570598-100ml
5-Chloro-2-fluorobenzylzinc bromide, 0.50 M in THF; .
214976-40-6
100ml
€1808.60 2024-08-02

Additional information on 5-Chloro-2-fluorobenzylzinc bromide

5-Chloro-2-fluorobenzylzinc bromide (CAS No. 214976-40-6): A Comprehensive Overview

5-Chloro-2-fluorobenzylzinc bromide (CAS No. 214976-40-6) is a versatile organometallic compound that has garnered significant attention in the fields of organic synthesis, materials science, and pharmaceutical research. This compound, characterized by its unique structure and reactivity, serves as a valuable precursor in the construction of complex molecular frameworks. The benzylzinc bromide core of this molecule is particularly notable for its ability to participate in a wide range of cross-coupling reactions, making it an essential tool in modern organic chemistry.

The molecular structure of 5-chloro-2-fluorobenzylzinc bromide consists of a benzene ring substituted with chlorine and fluorine atoms at the 5 and 2 positions, respectively. This substitution pattern imparts distinct electronic and steric properties to the molecule, which are critical in determining its reactivity and selectivity in various chemical transformations. The presence of halogen substituents also facilitates the formation of stable intermediates during reactions, enhancing the overall efficiency of synthetic processes.

Recent advancements in organometallic chemistry have further highlighted the potential of 5-chloro-2-fluorobenzylzinc bromide in constructing biologically active molecules. For instance, researchers have successfully employed this compound as a key intermediate in the synthesis of novel kinase inhibitors and other bioactive agents. Its ability to undergo Suzuki-Miyaura coupling reactions under mild conditions has made it an indispensable reagent in the development of complex heterocyclic systems.

In addition to its role in organic synthesis, 5-chloro-2-fluorobenzylzinc bromide has found applications in materials science, particularly in the synthesis of advanced polymers and nanomaterials. The compound's reactivity allows for the controlled formation of covalent bonds at the molecular level, enabling the creation of materials with tailored properties for specific applications. Recent studies have demonstrated its utility in the fabrication of conductive polymers and graphene derivatives, underscoring its importance beyond traditional organic synthesis.

The synthesis and characterization of 5-chloro-2-fluorobenzylzinc bromide have been extensively studied, with researchers focusing on optimizing reaction conditions to achieve higher yields and purities. Modern techniques such as microwave-assisted synthesis and continuous flow chemistry have been employed to streamline its production process. These advancements not only enhance the scalability of the synthesis but also contribute to cost-effective manufacturing strategies.

From an environmental standpoint, the development of eco-friendly synthetic routes for 5-chloro-2-fluorobenzylzinc bromide has become a priority. Scientists are exploring green chemistry approaches that minimize waste generation and reduce reliance on hazardous solvents. Such efforts align with global sustainability goals while maintaining the high standards required for research-grade chemicals.

In conclusion, 5-chloro-2-fluorobenzylzinc bromide (CAS No. 214976-40-6) stands as a testament to the ingenuity and progress in modern organometallic chemistry. Its diverse applications across multiple disciplines highlight its significance as a key building block in contemporary chemical research. As ongoing studies continue to uncover new potential uses for this compound, it is poised to remain at the forefront of scientific innovation for years to come.

Recommended suppliers
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
SHOCHEM(SHANGHAI) CO.,lTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
SHOCHEM(SHANGHAI) CO.,lTD
Hangzhou Cedareal Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hangzhou Cedareal Technology Co., Ltd.
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing jingzhu bio-technology Co., Ltd.
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.