4-IODOPHENYLACETONITRILE

4-IODOPHENYLACETONITRILE Property

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

CAS DataBase Reference

51628-12-7(CAS DataBase Reference)

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

4-IODOPHENYLACETONITRILE Chemical Properties,Usage,Production

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