1006715-27-0

Basic information

• Product Name: 4-bromo-3-iodobenzonitrile
• Synonyms: 4-bromo-3-iodobenzonitrile
• CAS NO: 1006715-27-0
• Molecular Formula: C₇H₃BrIN
• Molecular Weight: 307.91389
• Mol File: 1006715-27-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 307.8±27.0 °C(Predicted)
• Appearance: /
• Density: 2.31±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-bromo-3-iodobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-3-iodobenzonitrile(1006715-27-0)
• EPA Substance Registry System: 4-bromo-3-iodobenzonitrile(1006715-27-0)

Safety Data

• Hazardous Substances Data: 1006715-27-0(Hazardous Substances Data)

Usage

General Description

4-bromo-3-iodobenzonitrile is a chemical compound that features a benzene ring with a nitrile functional group, as well as bromine and iodine substituents. It is often used as a building block or intermediate in the synthesis of various organic compounds, particularly pharmaceuticals and agrochemicals. The presence of both bromine and iodine in the molecule makes it a valuable precursor for the preparation of complex organic molecules through cross-coupling reactions. Its unique structure and reactivity make it a useful tool in synthetic organic chemistry for the creation of new compounds with potential biological or industrial applications.

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 

Relevant articles and documents

Generation and suppression of 3-/4-functionalized benzynes using zinc ate base (TMP-Zn-ate): New approaches to multisubstituted benzenes

We present full details of our new methods for preparing functionalized benzynes with lithium di-alkyl(2,2,6,6-tetramethylpiperidino)zincate (R 2Zn(TMP)Li) through deprotonative zincation as a key reaction. In this system, by choosing appropriate ligands for the zincate, either regioselective zincation of functionalized haloaromatics or the generation of substituted benzynes can be controlled in good yields with excellent chemoselectivity, using the same substrate. Zincation with tBu 2Zn(TMP)Li followed by electrophilic trapping or zincation with Me2Zn(TMP)Li followed by nucleophilic or diene trapping is shown to be a powerful tool for the chemoselective preparation of 1,2,3-/1,2,4- trisubstituted benzene derivatives. These methods offer far greater generality than previous methods for the synthesis of multifunctionalized benzenes. Computational/theoretical studies of the reaction mechanism of this unique benzyne formation indicated that preferential coordination of the dialkylzinc moiety of zincate to halogen is the reason for the reduced activation energy of the elimination, that is, for the formation of the benzyne. The role of the ligands on Zn in accelerating/decelerating the elimination is also discussed.