3058-39-7

Basic information

• Product Name: 4-Iodobenzonitrile
• Synonyms: 4-Iodobenzonitrile ,98%;4-lodobenzonitrile;Benzonitrile of iodine;4-Iodobenzonitrile, 99% 25GR;On iodobenzene nitrile;Benzonitrile, 4-iodo-;On ioxynil;4-iodo-benzonitril
• CAS NO: 3058-39-7
• Molecular Formula: C₇H₄IN
• Molecular Weight: 229.02
• Product Categories: Building Blocks;C6 to C7;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Aromatic Nitriles;API intermediates;Iodine Compounds;Nitriles;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 3058-39-7.mol
• Article Data: 106

Chemical Properties

• Melting Point: 124-128 °C(lit.)
• Boiling Point: 271.6 °C at 760 mmHg
• Flash Point: 118 °C
• Appearance: Light yellow-brown/Powder or Chunks
• Density: 1.9241 (estimate)
• Vapor Pressure: 0.00639mmHg at 25°C
• Refractive Index: 1.66
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-Iodobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Iodobenzonitrile(3058-39-7)
• EPA Substance Registry System: 4-Iodobenzonitrile(3058-39-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-36/37/39-26
• RIDADR: 3439
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 3058-39-7(Hazardous Substances Data)

Usage

Chemical Properties

light yellow crystal powder

Uses

Different sources of media describe the Uses of 3058-39-7 differently. You can refer to the following data:
1. suzuki reaction
2. 4-Iodobenzonitrile is used in organic synthesis. It is used as catalytic agent, petrochemical additive.
3. 4-Iodobenzonitrile may be used in the synthesis of the following:ethyl-4′-cyano-4-nitro[1,1′-biphenyl]-2-carboxylate via a multi-step reaction process2-(4-cyanophenyl)tellurophene obtained via Stille coupling with tellurophene2,5-bis(4-cyanophenyl)tellurophene obtained via Stille coupling with 2,5-bis(trimethylstannyl)telluropheneethyl-4′-cyano-6-{[(E)-phenylmethylidene]amino}[1,1′-biphenyl]-3-carboxylate via a multi-step reaction process

Synthesis Reference(s)

Synthetic Communications, 18, p. 1327, 1988 DOI: 10.1080/00397918808078799Tetrahedron Letters, 35, p. 5539, 1994 DOI: 10.1016/S0040-4039(00)77241-8

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

Upstream product

• 3956-07-8 4-iodobenzamide 
• 540-37-4 p-aminoiodobenzene 
• 624-38-4 para-diiodobenzene 
• 100-47-0 benzonitrile 
• 108-95-2 phenol 
• 873-74-5 4-Aminobenzonitrile 
• 826-04-0 4-dichloroiodanyl-benzonitrile 
• 336866-07-0 bis(2-hydroxy-1,1,2-trimethylpropyl)cyanoboronate 
• 18282-51-4 4-iodo-benzyl alcohol 
• 39959-59-6 4-iodobenzyl amine 
• 54589-53-6 4-iodobenzyl chloride 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 91912-54-8 1-iodo-4-(methoxymethyl)benzene 
• 619-58-9 4-iodobenzoic acid 

Downstream Products

• 15961-46-3 4-(2-thienyl)benzonitrile 
• 492-97-7 2,2'-Bithiophene 
• 130138-50-0 [Cyano-(4-cyano-phenyl)-methyl]-phosphonic acid diethyl ester 
• 58949-75-0 4-(2-oxopropyl)benzonitrile 
• 51238-46-1 4-(phenylthio)benzonitrile 
• 80151-16-2 3-(4-cyanophenyl)-2-propyne-1-ol 
• 2920-38-9 4-cyano-1,1'-biphenyl 
• 1503-49-7 p-cyanobenzophenone 
• 95725-03-4 4-cyano-N,N-diethylbenzamide 
• 95724-98-4 2-(4-cyanophenyl)-N,N-diethyl-2-oxoacetamide 
• 29822-79-5 4-(2-phenylethynyl)benzonitrile 
• 171364-82-2 4-cyanophenylboronic acid pinacol ester 
• 212197-71-2 4-(1-hydroxyheptyl)benzonitrile 
• 3435-51-6 4-ethenylbenzonitrile 

Relevant articles and documents

Revealing resonance effects and intramolecular dipole interactions in the positional isomers of benzonitrile-core thermally activated delayed fluorescence materials

We report on the properties of the three positional isomers of (2,7-di-tert-butyl-9,9-dimethylacridin-10(9H)-yl)benzonitrile, which are found to have comparable donor steric environments and donor-acceptor dihedral angles. An unexpected intramolecular dip

Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

Cu2O-Catalyzed Conversion of Benzyl Alcohols Into Aromatic Nitriles via the Complete Cleavage of the C≡N Triple Bond in the Cyanide Anion

Nitrogen transfer from cyanide anion to an aldehyde is emerging as a promising method for the synthesis of aromatic nitriles. However, this method still suffers from a disadvantage that a use of stoichiometric Cu(II) or Cu(I) salts is required to enable the reaction. As we report herein, we overcame this drawback and developed a catalytic method for nitrogen transfer from cyanide anion to an alcohol via the complete cleavage of the C≡N triple bond using phen/Cu2O as the catalyst. The present condition allowed a series of benzyl alcohols to be smoothly converted into aromatic nitriles in moderate to high yields. In addition, the present method could be extended to the conversion of cinnamic alcohol to 3-phenylacrylonitrile.