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4-Bromophenylzinc iodide, with the chemical formula C6H5BrZnI, is a zinc organometallic reagent that serves as a source of the 4-bromophenyl group in organic synthesis. It is a valuable tool in cross-coupling reactions, particularly the Negishi coupling, which facilitates the formation of carbon-carbon bonds between an organic halide and an organozinc reagent. This versatile and important reagent plays a significant role in the field of organic chemistry, enabling the construction of complex organic molecules through C-C bond formation.

148651-39-2

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148651-39-2 Usage

Uses

Used in Organic Synthesis:
4-Bromophenylzinc iodide is used as a reagent for introducing the 4-bromophenyl group into organic molecules, allowing for the synthesis of a wide range of compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-bromophenylzinc iodide is used as a key intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs with improved therapeutic properties.
Used in Material Science:
4-Bromophenylzinc iodide is employed in the synthesis of advanced materials, such as polymers and organic semiconductors, which have potential applications in electronic devices, sensors, and energy storage systems.
Used in Cross-Coupling Reactions:
In the field of organic chemistry, 4-bromophenylzinc iodide is used as a reactant in cross-coupling reactions, such as the Negishi coupling, to form carbon-carbon bonds between an organic halide and an organozinc reagent. This process is crucial for the construction of complex organic molecules and the development of novel chemical compounds with specific properties and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 148651-39-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,8,6,5 and 1 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 148651-39:
(8*1)+(7*4)+(6*8)+(5*6)+(4*5)+(3*1)+(2*3)+(1*9)=152
152 % 10 = 2
So 148651-39-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H4Br.HI.Zn/c7-6-4-2-1-3-5-6;;/h2-5H;1H;/q;;+1/p-1/rC6H4BrIZn/c7-5-1-3-6(9-8)4-2-5/h1-4H

148651-39-2 Well-known Company Product Price

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  • Alfa Aesar

  • (H58429)  4-Bromophenylzinc iodide, 0.5M in THF, packaged under Argon in resealable ChemSeal? bottles   

  • 148651-39-2

  • 50ml

  • 1922.0CNY

  • Detail
  • Aldrich

  • (497657)  4-Bromophenylzinciodidesolution  0.5 M in THF

  • 148651-39-2

  • 497657-50ML

  • 1,738.62CNY

  • Detail

148651-39-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-BROMOPHENYLZINC IODIDE

1.2 Other means of identification

Product number -
Other names 4-BroMophenylzinc iodide,0.5M in THF,packaged under Argon in resealable CheMSeal^t bottles

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:148651-39-2 SDS

148651-39-2Relevant academic research and scientific papers

Enantioselective Conjugate Addition of Stabilized Arylzinc Iodide to Enones: an Improved Protocol of the Hayashi Reaction

Casotti, Gianluca,Rositano, Vincenzo,Iuliano, Anna

, p. 1126 - 1131 (2020/12/17)

Stabilised arylzinc iodide, prepared by direct insertion of zinc into aryl iodides, were used as nucleophiles in the Hayashi Rh-catalysed enantioselective conjugate addition to enones. The reaction conditions were optimized in the addition of phenylzinc i

Ni-Catalyzed Regioselective Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling and Application to the Concise Synthesis of Lignan Natural Products

Kc, Shekhar,Basnet, Prakash,Thapa, Surendra,Shrestha, Bijay,Giri, Ramesh

, p. 2920 - 2936 (2018/03/09)

We disclose a (terpy)NiBr2-catalyzed reaction protocol that regioselectively difunctionalizes unactivated olefins with tethered alkyl halides and arylzinc reagents. The reaction shows an excellent functional group tolerance (such as ketones, es

Ultrasound-Promoted Synthesis of Arylzinc Compounds Using Zinc Powder and Their Application to Palladium(0)-Catalyzed Synthesis of Multifunctional Biaryls

Takagi, Kentaro

, p. 469 - 472 (2007/10/02)

Arylzinc compounds containing electron-withdrawing groups such as CO2CH3, CON(CH3)2, CN, Br, Cl, or CF3 at ortho position were prepared readily by the ultrasound-promoted reaction of aryl iodides with zinc powder, which were applied to palladium(0)-catalyzed cross-coupling with aryl halides to afford unsymmetrical and multifunctional biaryls in good yields.

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