3-(4-BROMOPHENYL)PROPIONITRILE Chemical Properties

Boiling point:

118°C 1mm

Density 

1,42 g/cm³

storage temp. 

Sealed in dry,Room Temperature

Specific Gravity

1.42

Appearance

White to off-white Solid

CAS DataBase Reference

57775-08-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38-52

Safety Statements 

26-36/37/39

RIDADR 

3276

Hazard Note 

Irritant

HazardClass 

IRRITANT, IRRITANT-HARMFUL

HS Code 

2926907090

3-(4-BROMOPHENYL)PROPIONITRILE Usage And Synthesis

Uses

3-(4-bromophenyl)propionitrile is a nitrile compound that can be used as an intermediate in organic synthesis to prepare other heterocyclic compounds.

Synthesis

General procedure for the synthesis of 3-(4-bromophenyl)propanenitrile from diethyl cyanomethylphosphonate and p-bromobenzaldehyde: (2) Prop-2-enenenitrile E/Z mixture of 3-(4-bromophenyl)pyridine (34.8 g, 0.63 L) was dissolved in methanol (0.21 L), and sodium borohydride (8.2 g) was slowly added at 0 °C under nitrogen protection. The reaction mixture was stirred at 100 °C for 1 hour. After completion of the reaction, the reaction solution was concentrated, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed sequentially with water and saturated saline, dried over anhydrous magnesium sulfate, filtered and the solvent was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent ratio: hexane:ethyl acetate=100:0→65:35) to give the yellow oily product 3-(4-bromophenyl)propionitrile (28.1 g).

References

[1] Patent: JP2015/231988, 2015, A. Location in patent: Paragraph 0328; 0329

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