4-IODOPHENYLACETONITRILE Chemical Properties

Melting point:

53-57 °C(lit.)

Boiling point:

152°C/ 3mm

Density 

1.764±0.06 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Light yellow

Water Solubility 

Insoluble in water

Sensitive 

Light Sensitive

BRN 

1934479

InChI

1S/C8H6IN/c9-8-3-1-7(2-4-8)5-6-10/h1-4H,5H2

InChIKey

PNXWQTYSBFGIFD-UHFFFAOYSA-N

SMILES

Ic1ccc(CC#N)cc1

CAS DataBase Reference

51628-12-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-43

Safety Statements 

36/37

RIDADR 

3276

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269090

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Skin Sens. 1

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-IODOPHENYLACETONITRILE Usage And Synthesis

Uses

4-Iodophenylacetonitrile is used as an intermediate in organic syntheses and in pharmaceuticals.

Synthesis

The general procedure for the synthesis of 4-iodophenylacetonitrile using 4-iodotoluene as starting material was as follows: referring to the operation of Example 3, a mixture of 4.36 g (20.0 mmol) of p-iodotoluene (Tokyo Kasei), 3.92 g (22.0 mmol) of N-bromosuccinimide (Tokyo Kasei) and 60 mL of carbon tetrachloride (Wako Junyaku Kogyo) was refluxed under incandescent lamp for 4 h. 2.67 g (yield: 45.0%) of 4-iodobenzyl bromide was obtained and the product was a white crystal. Subsequently, 0.49 g (10.0 mmol) of sodium cyanide (Kokusan Kagaku) was dissolved in 10 mL of dimethyl sulfoxide (Aldrich) at 50 °C, 1.48 g (5.0 mmol) of the 4-iodobenzyl bromide prepared as described above was added, and the mixture was stirred for 3 h at room temperature. After the reaction was completed, the reaction mixture was dissolved in water, extracted with hexane, and the hexane was removed by evaporation to give 0.84 g (yield: 68.9%) of 4-iodobenzylacetonitrile, the product was white crystal.

References

[1] Patent: US5574062, 1996, A
[2] Patent: US5574062, 1996, A
[3] Journal of Organic Chemistry, 2017, vol. 82, # 2, p. 1114 - 1126

4-IODOPHENYLACETONITRILE(51628-12-7)Related Product Information

• 2-IODOPHENYLACETONITRILE,O-IODOPHENYLACETONITRILE,2-Iodophenylacetonitrile,96%
• 3-IODOPHENYLACETONITRILE
• 4-IODOPHENYLACETONITRILE