2-Chloromethylbenzimidazole Chemical Properties

Melting point:

146-148 °C (dec.)(lit.)

Boiling point:

274.83°C (rough estimate)

Density 

1.2387 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Storage temp. -20°C

pka

11.18±0.10(Predicted)

form 

Powder

color 

Beige to dark yellow

Water Solubility 

Insoluble in water.

InChI

InChI=1S/C8H7ClN2/c9-5-8-10-6-3-1-2-4-7(6)11-8/h1-4H,5H2,(H,10,11)

InChIKey

SPMLMLQATWNZEE-UHFFFAOYSA-N

SMILES

C1(CCl)NC2=CC=CC=C2N=1

CAS DataBase Reference

4857-04-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

MSDS

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

2-Chloromethylbenzimidazole Usage And Synthesis

Chemical Properties

beige to dark yellow powder

Uses

2-(Chloromethyl)benzimidazole is used as intermediate in pharmaceutical , in organic synthesis .

Synthesis

GENERAL METHOD: A mixture of o-phenylenediamine (0.1 mol) and chloroacetic acid (0.15 mol) in 100 mL of 5N HCl was heated to reflux and stirred continuously for 3-5 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently neutralized with sodium bicarbonate solution. The precipitate of 2-chloromethylbenzimidazole formed was collected by filtration, washed several times with water and finally dried to obtain the pure product.

References

[1] Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 6, p. 1358 - 1360
[2] Revue Roumaine de Chimie, 2016, vol. 61, # 1, p. 15 - 22
[3] Oriental Journal of Chemistry, 2017, vol. 33, # 6, p. 3138 - 3143
[4] Heterocycles, 2002, vol. 57, # 8, p. 1423 - 1432
[5] Journal of the Korean Chemical Society, 2010, vol. 54, # 5, p. 589 - 593

2-Chloromethylbenzimidazole(4857-04-9)Related Product Information

• 5-Nitrobenzimidazole
• 2-GUANIDINOBENZIMIDAZOLE
• 2-Phenylbenzimidazole
• tert-Butyldimethylsilyl chloride
• 2-(Cyanomethyl)benzimidazole
• Phenformin
• 2-Chloro-5-chloromethylpyridine
• 2-Phenylbenzimidazole-5-sulfonic acid
• Chloromethyltrimethylsilane
• 2-Chlorobenzimidazole
• 2-Methylbenzimidazole
• Benzimidazole
• Chloromethyl methyl ether
• 2-(DICHLOROMETHYL)BENZIMIDAZOLETHIOL
• 5-Chloro-2-chloromethyl-1H-benzoimidazole
• 2-(TRICHLOROMETHYL)-BENZIMIDAZOLE
• 1-BENZYL-2-CHLOROMETHYL-1H-BENZOIMIDAZOLE
• 5-CHLORO-2-(TRICHLOROMETHYL)BENZIMIDAZOLE