4387-36-4

Basic information

• Product Name: 2-Iodobenzonitrile
• Synonyms: 1-CYANO-2-IODOBENZENE;2-IODOBENZONITRILE;O-IODOBENZONITRILE;2-iodobenzontirlle;2-Iodobenzonitrile,99%;2-lodobenzonitrile;Nitrile o-iodobenzene;2-Iodobenzonitrile 97%
• CAS NO: 4387-36-4
• Molecular Formula: C₇H₄IN
• Molecular Weight: 229.02
• Product Categories: Aromatic Nitriles;Nitrile;Iodine Compounds;Nitriles;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C6 to C7;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 4387-36-4.mol
• Article Data: 35

Chemical Properties

• Melting Point: 52-54°C
• Boiling Point: 147 °C / 15mmHg
• Flash Point: 110 °C
• Appearance: Yellow/Solid
• Density: 1.91 g/cm³
• Vapor Pressure: 0.00323mmHg at 25°C
• Refractive Index: 1.66
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 2-Iodobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodobenzonitrile(4387-36-4)
• EPA Substance Registry System: 2-Iodobenzonitrile(4387-36-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-36-22
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: IRRITANT-HARMFUL
• PackingGroup: III
• Hazardous Substances Data: 4387-36-4(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

Uses

Different sources of media describe the Uses of 4387-36-4 differently. You can refer to the following data:
1. suzuki reaction
2. 2-Iodobenzonitrile is a nitrile compound. Nitrile compounds are one of the most important organic synthesis intermediates in organic synthetic chemistry and are widely used in pesticides, pharmaceuticals, dyes and other fine chemicals. Moreover, because o-iodobenzonitrile compounds contain both cyano and aryl carbon-iodide bonds, and both of them are in the adjacent position of benzene ring, 2-iodobenzonitrile can have excellent reactivity when used as intermediates.

InChI:InChI=1/C7H4IN/c8-7-4-2-1-3-6(7)5-9/h1-4H

Upstream product

• 615-42-9 1,2-Diiodobenzene 
• 1885-29-6 anthranilic acid nitrile 
• 609-67-6 2-Iodobenzoyl chloride 
• 55165-45-2 2-cyano-benzenediazonium tetrafluoroborate 
• 3839-22-3 2-cyanobenzoic acid 
• 26260-02-6 2-iodobenzaldehyde 
• 5159-41-1 2-iodobenzyl alcohol 
• 1829-28-3 ethyl 2-iodobenzoate 
• 615-37-2 ortho-methylphenyl iodide 
• 88-67-5 2-Iodobenzoic acid 
• 100-47-0 benzonitrile 
• 825-50-3 2-Cyan-1-jod-benzol-dichlorid 
• 108-95-2 phenol 
• 3930-83-4 o-iodobenzamide 

Downstream Products

• 26260-02-6 2-iodobenzaldehyde 
• 145733-55-7 2-<5-<<(tert-butyldimethylsilyl)oxy>methyl>pyridin-2-yl>benzonitrile 
• 81568-85-6 2-Iodo-thiobenzamide 
• 110166-79-5 2-(prop-1-yn-1-yl)benzonitrile 
• 825-50-3 2-Cyan-1-jod-benzol-dichlorid 
• 61463-61-4 2-allylbenzonitrile 
• 254108-92-4 2-(3-Phenylthioprop-1-ynyl)benzonitrile 
• 39959-51-8 2-iodobenzylamine 
• 905914-49-0 tert-butyl 2-(2,5-cyclohexadien-1-yl)benzylcarbamate 
• 254108-94-6 2-(3-Phenylsulfonylprop-1-ynyl)benzonitrile 
• 94726-24-6 ethyl 1,2-dihydro-1-oxo-isoquinoline-3-carboxylate 

Relevant articles and documents

An Air-Stable N-Heterocyclic [PSiP] Pincer Iron Hydride and an Analogous Nitrogen Iron Hydride: Synthesis and Catalytic Dehydration of Primary Amides to Nitriles

An air-stable N-heterocyclic PSiP pincer iron hydride FeH(PMe3)2(SiPh(NCH2PPh2)2C6H4) (4) was synthesized by Si-H activation of a Ph-substituted [PSiP] pincer ligand. The analogous strong electron-donating iPr-substituted [PSiP] pincer ligand was prepared and introduced into iron complex to give an iron nitrogen complex FeH(N2)(PMe3)(SiPh(NCH2PiPr2)2C6H4) (6). Both 4 and 6 showed similar high efficiency for catalytic dehydration of primary amides to nitriles. Air-stable iron hydride 4 was the best catalyst for its stabilization and convenient preparation. A diverse range of cyano compounds including aromatic and aliphatic species was obtained in moderate to excellent yields. A plausible catalytic reaction mechanism was proposed.

Dehydration of primary amides to nitriles catalyzed by [CNC]-pincer hydrido cobalt(III) complexes

The dehydration reactions from primary amides to nitriles were catalyzed by the [CNC]-pincer hydrido cobalt(III) complexes [(ortho-F4C6–CH[dbnd]N–C10H6)Co(III)(H)(PMe3)2] (1), [(2,5-F2C6H2–CH[dbnd]N–C10H6)Co(III)(H)(PMe3)2] (2) and [(2,4,5-F3C6H–CH[dbnd]N–C10H6)Co(III)(H)(PMe3)2] (3) as catalysts with (EtO)3SiH as an efficient reducing agent. These hydrido cobalt(III) complexes as catalysts are suitable for many substrates and have good functional group tolerance. Among the three cobalt hydrides, complex 2 is the best catalyst. This is the first hydrido cobalt complex-catalyzed dehydration of primary amides to nitriles.

A Transition-Metal-Free One-Pot Cascade Process for Transformation of Primary Alcohols (RCH2OH) to Nitriles (RCN) Mediated by SO2F2

A new transition-metal-free one-pot cascade process for the direct conversion of alcohols to nitriles was developed without introducing an “additional carbon atom”. This protocol allows transformations of readily available, inexpensive, and abundant alcohols to highly valuable nitriles.