2-Iodobenzonitrile Chemical Properties

Melting point:

52-54°C

Boiling point:

147 °C / 15mmHg

Density 

1.91±0.1 g/cm3(Predicted)

Flash point:

110 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

Solid

color 

Yellow

InChI

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

InChIKey

JDDAFHUEOVUDFJ-UHFFFAOYSA-N

SMILES

C(#N)C1=CC=CC=C1I

CAS DataBase Reference

4387-36-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22-36/37/38-36-22

Safety Statements 

26-36/37/39

RIDADR 

3439

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT-HARMFUL

PackingGroup 

III

HS Code 

29269090

2-Iodobenzonitrile Usage And Synthesis

Chemical Properties

Yellow solid

Uses

suzuki reaction

Uses

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.

Synthesis

GENERAL STEPS: A THF solution (2 mL) of 2-iodobenzamide (1.0 mmol) and triethoxysilane (0.50 g, 3.0 mmol) was added to a 25 mL Schlenk tube. The reaction mixture was stirred continuously at 60 °C until complete consumption of 2-iodobenzamide was confirmed by thin layer chromatography (TLC) and gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, 2-iodocyanobenzene was purified according to the method reported by Beller literature.

References

[1] Tetrahedron Letters, 1986, vol. 27, # 20, p. 2203 - 2206
[2] Catalysis Communications, 2019, p. 72 - 75
[3] Catalysis Communications, 2016, vol. 86, p. 148 - 150
[4] Dalton Transactions, 2018, vol. 47, # 12, p. 4352 - 4359
[5] Journal of Organic Chemistry, 1965, vol. 30, p. 617 - 620

2-Iodobenzonitrile(4387-36-4)Related Product Information

• 1-Bromo-4-iodobenzene
• 1,4-Diiodobenzene
• 4-Iodoanisole
• (Diacetoxyiodo)benzene
• Iodosobenzene
• 2-Iodobenzoic acid
• Phthalonitrile
• 2-Chloro-3-cyanopyridine
• 2-Fluorobenzonitrile
• 2-Cyanophenol
• ETHYL 2-CYANOACRYLATE
• Benzonitrile
• Methylene dithiocyanate
• 4-Cyanobenzoic acid
• Ioxynil
• Methyl 4-cyanobenzoate
• 5-BROMO-2-IODOBENZONITRILE,5-BROMO-2-IODOBENZONITRILE, 98+%
• 2-Fluoro-6-iodobenzonitrile 98%,2-FLUORO-6-IODOBENZONITRILE,2-Fluoro-6-iodobenzonitrile98%