3-Bromo-2-cyanopyridine Chemical Properties

Melting point:

93-98 °C

Boiling point:

120°C/4mm

Density 

1.72±0.1 g/cm3(Predicted)

Flash point:

120°C/4mm

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Dichloromethane, Ether, Ethyl Acetate, Methanol

form 

Powder or Crystalline Powder

pka

-2.68±0.10(Predicted)

color 

White to pale brown

InChI

InChI=1S/C6H3BrN2/c7-5-2-1-3-9-6(5)4-8/h1-3H

InChIKey

HCOPIUVJCIZALB-UHFFFAOYSA-N

SMILES

C1(C#N)=NC=CC=C1Br

CAS DataBase Reference

55758-02-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

RIDADR 

UN3439

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333990

3-Bromo-2-cyanopyridine Usage And Synthesis

Chemical Properties

Off-White Crystals

Uses

3-Bromopyridine-2-carbonitrile is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

Example VIII Synthesis of 3-bromo-2-cyanopyridine: 3-bromopyridine 1-oxide (22 g; 0.12 mol), trimethylcyanosilane (45 ml; 0.36 mol) and triethylamine (33 ml; 0.24 mol) were dissolved in acetonitrile (120 ml) and heated to reflux the reaction for 4 hours. After completion of the reaction, the reaction solution was concentrated and the residue was poured into 3N sodium carbonate solution. The aqueous phase was extracted with dichloromethane, the organic phases were combined and dried over anhydrous sodium sulfate, and the crude product was obtained after concentration. The crude product was recrystallized by hexane/ethyl acetate (3:1) mixed solvent to give 17 g of white solid in 79% yield. The product had a melting point of 92 °C and a thin layer chromatography (TLC) Rf value of 0.31 (Expanding agent: hexane/ethyl acetate = 3:1).

References

[1] Patent: US5354749, 1994, A
[2] Patent: WO2009/89312, 2009, A1. Location in patent: Page/Page column 23
[3] Patent: US2010/69425, 2010, A1. Location in patent: Page/Page column 13
[4] Organic Letters, 2008, vol. 10, # 13, p. 2701 - 2704
[5] Patent: US5407942, 1995, A

3-Bromo-2-cyanopyridine(55758-02-6)Related Product Information

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