2-Methylbenzimidazole Chemical Properties

Melting point:

175-177 °C (lit.)

Boiling point:

234.08°C (rough estimate)

Density 

1.1083 (rough estimate)

refractive index 

1.6013 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Crystalline Powder

pka

6.19(at 25℃)

color 

Light beige to brown

Water Solubility 

slightly soluble

BRN 

112264

InChIKey

LDZYRENCLPUXAX-UHFFFAOYSA-N

CAS DataBase Reference

615-15-6(CAS DataBase Reference)

NIST Chemistry Reference

1H-benzimidazole, 2-methyl-(615-15-6)

EPA Substance Registry System

1H-Benzimidazole, 2-methyl- (615-15-6)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41-20/21/22

Safety Statements 

26-39-45-44

WGK Germany 

3

RTECS 

DD9100000

TSCA 

Yes

HS Code 

29339990

MSDS

• Language:English Provider:2-Methyl-1H-benzo[d]imidazole
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Methylbenzimidazole Usage And Synthesis

Chemical Properties

light beige to brown crystalline powder. Soluble in alcohol, ether, hot water and sodium hydroxide solution, insoluble in benzene.

Uses

• 2-Methylbenzimidazole is an important pharmacophore widely used in medicinal chemistry for the synthesis of various antibacterial and antifungal agents.
• It can be used as a key precursor to synthesize substituted benzimidazo[1,2-a]quinolones.
• It can be used in the synthesis of reversible solid-to-liquid phase transition coordination polymer crystals.
• 2-Methylbenzimidazole also exhibits corrosion inhibition.

Definition

ChEBI: 2-Methyl-1H-benzo[d]imidazole is a member of benzimidazoles.

Preparation

2-Methylbenzimidazole is synthesized by the condensation of o-phenylenediamine with acetic acid. The mixture of o-phenylenediamine and acetic acid is heated at 100°C for 2 hours and then cooled slowly. 10% sodium hydroxide solution is added slowly to the mixture until it is slightly alkaline. The mixture is filtered and washed with cold water. The crude product is then recrystallized with water and decolorized with activated charcoal to obtain the final product. The yield is 68%.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 26, p. 1163, 1989 DOI: 10.1002/jhet.5570260447
Chemical and Pharmaceutical Bulletin, 17, p. 1153, 1969 DOI: 10.1248/cpb.17.1153

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

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