4-Iodobenzonitrile Chemical Properties

Melting point:

124-128 °C(lit.)

Boiling point:

271.6±23.0 °C(Predicted)

Density 

1.9241 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Powder or Chunks

color 

Light yellow-brown

Water Solubility 

Insoluble in water.

Sensitive 

Light Sensitive

InChI

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

InChIKey

XOKDXPVXJWTSRM-UHFFFAOYSA-N

SMILES

C(#N)C1=CC=C(I)C=C1

CAS DataBase Reference

3058-39-7(CAS DataBase Reference)

NIST Chemistry Reference

Benzonitrile, 4-iodo-(3058-39-7)

EPA Substance Registry System

Benzonitrile, 4-iodo- (3058-39-7)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-20/21/22

Safety Statements 

22-24/25-36/37/39-26

RIDADR 

3439

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269090

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:p-Iodobenzonitrile
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Iodobenzonitrile Usage And Synthesis

Chemical Properties

light yellow crystal powder

Uses

suzuki reaction

Uses

4-Iodobenzonitrile is used in organic synthesis. It is used as catalytic agent, petrochemical additive.

Uses

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 process
2-(4-cyanophenyl)tellurophene obtained via Stille coupling with tellurophene
2,5-bis(4-cyanophenyl)tellurophene obtained via Stille coupling with 2,5-bis(trimethylstannyl)tellurophene
ethyl-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: 10.1080/00397918808078799
Tetrahedron Letters, 35, p. 5539, 1994 DOI: 10.1016/S0040-4039(00)77241-8

Synthesis

A mixed solvent consisting of 0.2 mmol p-iodophenylacetic acid, 0.33 mmol cuprous bromide, 1.0 mL of acetonitrile and DMAc was added to the reactor (volume ratio [2:1]). The reaction was heated to 120 ??C under oxygen with continuous stirring for 34 h. The reaction was stopped, cooled to room temperature, washed by adding saturated ammonium chloride solution, extracted with ethyl acetate, dried, and the solvent was removed by distillation under reduced pressure, and the crude product was separated by column chromatography to give 4-iodocyanobenzene in 61% yield.

4-Iodobenzonitrile(3058-39-7)Related Product Information

• 4-Cyanophenol
• Iodobenzene
• Ioxynil
• ETHYL 2-CYANOACRYLATE
• 1,4-Diiodobenzene
• 1,4-Dicyanobenzene
• Methyl 2-iodobenzoate
• p-Tolunitrile
• Methylene dithiocyanate
• Benzonitrile
• Tetrachloroterephthalonitrile
• 1,2-Diiodobenzene
• 2-Iodobenzoic acid
• 4-Nitrobenzonitrile
• 1-Bromo-4-(trans-4-butylcyclohexyl)benzene
• 1,1'-BIPHENYL, 4-BROMO-4'-BUTYL-
• (Diacetoxyiodo)benzene
• 2-FLUORO-6-IODOBENZONITRILE,2-Fluoro-6-iodobenzonitrile 98%,2-Fluoro-6-iodobenzonitrile98%