1H-Benzimidazole-2-methanol Chemical Properties

Melting point:

171-175 °C (lit.)

Boiling point:

268.75°C (rough estimate)

Density 

1.1828 (rough estimate)

refractive index 

1.6000 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

11.57±0.10(Predicted)

form 

Crystalline Powder

color 

Off-white to light brown

InChI

InChI=1S/C8H8N2O/c11-5-8-9-6-3-1-2-4-7(6)10-8/h1-4,11H,5H2,(H,9,10)

InChIKey

IAJLTMBBAVVMQO-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

4856-97-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36-36/37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

MSDS

• Language:English Provider:1H-Benzimidazole-2-methanol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

1H-Benzimidazole-2-methanol Usage And Synthesis

Chemical Properties

Off-white to light brown crystalline powder

Uses

2-Benzimidazolemethanol was used in the preparation of 2-(chloromethyl)-1-(methylsulfonyl)benzimidazole via methanesulfonylation. It was also used in the synthesis of 1H-benzimidazol-2-ylmethyl diethyl phosphate.

Synthesis

The compound was prepared based on known methods with some modifications [19,20]. O-phenylenediamine (27 g, 0.25 mol) was dissolved in 500 mL of 4 M HCl, mixed with a solution of ethanoic acid (34.2 g, 0.45 mol) in 250 mL of 4 M HCl, stirred and heated under reflux conditions for 2 hours. Upon completion of the reaction, the reaction mixture was slowly cooled to room temperature and subsequently alkalized to pH neutral with aqueous sodium hydroxide. The precipitated solid was separated by filtration, dried and purified by recrystallization using hot water (Scheme 1). Product I was obtained: white to light brown powder, melting point 171-174 °C, yield 89.1%.

References

[1] Molecules, 2015, vol. 20, # 8, p. 15206 - 15223
[2] Bulletin of the Chemical Society of Ethiopia, 2014, vol. 28, # 3, p. 451 - 456
[3] Monatshefte fur Chemie, 2016, vol. 147, # 12, p. 2209 - 2220
[4] Patent: CN106905241, 2017, A. Location in patent: Paragraph 0127-0129
[5] Patent: CN107118249, 2017, A. Location in patent: Paragraph 0117; 0118; 0119

1H-Benzimidazole-2-methanol(4856-97-7)Related Product Information

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