121554-10-7

Basic information

• Product Name: 5-BROMO-2-IODOBENZONITRILE
• Synonyms: 5-BROMO-2-IODOBENZONITRILE, 98+%;2-iodo-5-bromophenyl a nitrile;5-BROMO-2-IODOBENZONITRILE
• CAS NO: 121554-10-7
• Molecular Formula: C₇H₃BrIN
• Molecular Weight: 307.91
• EINECS: -0
• Product Categories: Nitrile;Bromine Compounds;Iodine Compounds;Nitriles
• Mol File: 121554-10-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 120-122°C
• Boiling Point: 310.4 °C at 760 mmHg
• Flash Point: 141.5 °C
• Appearance: /
• Density: 2.13
• Vapor Pressure: 0.000601mmHg at 25°C
• Refractive Index: 1.71
• Storage Temp.: Room temperature.
• Sensitive: Light Sensitive
• BRN: 4860282
• CAS DataBase Reference: 5-BROMO-2-IODOBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-IODOBENZONITRILE(121554-10-7)
• EPA Substance Registry System: 5-BROMO-2-IODOBENZONITRILE(121554-10-7)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 121554-10-7(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-iodobenzonitrile, also known as 2-Bromo-5-cyanophenyl iodide, is a chemical compound with the molecular formula C7H3BrIN. It is a solid, yellowish powder that is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its structure contains a benzene ring with a nitrile group at one end, a bromine atom at the 5 position, and an iodine atom at the 2 position. 5-Bromo-2-iodobenzonitrile is often utilized in organic chemistry as a reagent for various reactions, such as Suzuki coupling and Sonogashira coupling, due to its ability to undergo substitution and cross-coupling reactions. However, it is important to handle this compound with care as it is toxic if ingested or inhaled and can cause irritation to the skin and eyes.

InChI:InChI=1/C7H3BrIN/c8-6-1-2-7(9)5(3-6)4-10/h1-3H

Upstream product

• 6952-59-6 3-cyanobromobenzene 
• 39263-32-6 2-amino-5-bromobenzonitrile 
• 1885-29-6 anthranilic acid nitrile 

Downstream Products

• 1261606-49-8 ethyl 2-(4-bromo-2-cyano-phenyl)acetate 

Relevant articles and documents

Palladium-catalyzed highly selective ortho-halogenation (I, Br, Cl) of arylnitriles via sp2 C-H bond activation using cyano as directing group

A palladium-catalyzed ortho-halogenation (I, Br, Cl) of arylnitrile is described. The optimal reaction conditions were identified after examining various factors such as catalyst, additive, solvent, and reaction temperature. Using cyano as the directing group, the halogenation reaction gave good to excellent yields. The method is compatible to the arylnitriles with either electron-withdrawing or electron-donating groups. The reaction is available to the substrate in at least gram scale. The present method was successfully applied to the synthesis of the precursors of paucifloral F and isopaucifloral F.

A safe and reliable procedure for the iododeamination of aromatic and heteroaromatic amines in a continuous flow reactor

A method for the safe and reliable iododeamination of aromatic and heteroaromatic amines under copper-free conditions is described and its scope is evaluated.

New fluorophores with rod-shaped polycyano π-conjugated structures: Synthesis and photophysical properties

Novel rod-shaped polycyano-oligo(phenyleneethynylene)s were synthesized by Pd cross-coupling reaction. Polycyano groups were found to greatly improve the emission efficiency (Φf) of OPEs. By the end donor modification, we achieved the creation of very intense blue light-emitting fluorophore with the SMe group (Φf) = 0.972, log ε 4.89, λ em 455 nm) and very intense yellow light-emitting fluorophore with the NMe2 group (Φf = 0.999, log ε 4.75, λem 555 nm). Contrasting Φf solvent dependency of 6 and 7 and a linear relationship between Φf and σp-X over the whole region of σp-X were also found.