4-Bromo-1H-imidazole Chemical Properties

Melting point:

131-135 °C (lit.)

Boiling point:

324.7±15.0 °C(Predicted)

Density 

1.904±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

solubility 

soluble in Dimethylformamide

pka

11.70±0.10(Predicted)

form 

Crystalline Flakes or Powder

color 

Colorless to beige

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C3H3BrN2/c4-3-1-5-2-6-3/h1-2H,(H,5,6)

InChIKey

FHZALEJIENDROK-UHFFFAOYSA-N

SMILES

C1NC(Br)=CN=1

CAS DataBase Reference

2302-25-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

25-36/37/38

Safety Statements 

26-36-45-37/39-28A

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

NI3517450

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29339900

Toxicity

rat,LD50,oral,250mg/kg (250mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)GASTROINTESTINAL: OTHER CHANGES,Toxicology and Applied Pharmacology. Vol. 89, Pg. 175, 1987.

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-Bromo-1H-imidazole Usage And Synthesis

Chemical Properties

Colorless to beige crystalline flakes or powder

Uses

Employed as an important intermediate for raw material for organic synthesis, agrochemical, pharmaceutical and dyestuff field

General Description

4-Bromo-1H-imidazole (4-Br-1H-Im) is a heterocyclic building block containing an imidazole ring. It crystallizes in the monoclinic space group P2₁/c.

Synthesis

General procedure for the synthesis of 4-bromo-1H-imidazole from 2,4,5-tribromoimidazole: 2,4,5-tribromoimidazole (49 g, 161 mmol), sodium sulfite (101.5 g, 806 mmol), and water (500 mL) were added to a single-necked flask, and the reaction was stirred for 6 h at 110 °C. The reaction was carried out with the addition of ethyl acetate. After completion of the reaction, ethyl acetate was added for extraction, the organic layers were combined and dried with anhydrous sodium sulfate. The ethyl acetate was removed by concentration under reduced pressure to afford the target product 4-bromo-1H-imidazole (20.5 g, 89% yield).

References

[1] Patent: CN106256830, 2016, A. Location in patent: Paragraph 0044; 0052; 0053; 0054
[2] Journal of the Chemical Society, 1922, vol. 121, p. 952
[3] Journal of the American Chemical Society, 2001, vol. 123, # 49, p. 12147 - 12151

4-Bromo-1H-imidazole(2302-25-2)Related Product Information

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