Basic information Safety Supplier Related

2-Methylbenzimidazole

Basic information Safety Supplier Related

2-Methylbenzimidazole Basic information

Product Name:
2-Methylbenzimidazole
Synonyms:
  • 2-METHYL-1H-BENZO[D]IMIDAZOLE
  • 2-METHYL-1H-BENZIMIDAZOLE
  • 2-METHYLBENZIMIDAZOLE
  • AKOS 90363
  • 1H-2-Methylbenzimidazol
  • 1H-2-Methylbenzimidazole
  • 2-methyl-1h-benzimidazol
  • 2-methyl-benzimidazol
CAS:
615-15-6
MF:
C8H8N2
MW:
132.16
EINECS:
210-411-9
Product Categories:
  • Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines
  • Benzimidazoles
  • BENZIMIDAZOLE
  • Building Blocks
  • Heterocyclic Building Blocks
Mol File:
615-15-6.mol
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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)
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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

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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.

2-Methylbenzimidazole Preparation Products And Raw materials

Preparation Products

Raw materials

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