5-Nitrobenzimidazole

Product Name5-Nitrobenzimidazole
CAS94-52-0
MFC7H5N3O2
MW163.13
EINECS202-341-2
MOL File94-52-0.mol

Chemical Properties

Melting point	207-210 °C
Boiling point	290.19°C (rough estimate)
Density	1.4141 (rough estimate)
bulk density	270kg/m3
refractive index	1.5500 (estimate)
storage temp.	Store below +30°C.
solubility	0.5g/l
pka	10.95±0.10(Predicted)
form	Solid
color	Light Beige
PH	6 (10g/l, H2O, 20℃)(slurry)
Water Solubility	<0.01 g/100 mL at 16.5 ºC
BRN	7926
Henry's Law Constant	2.7×10¹ mol/(m³Pa) at 25℃, HSDB (2015)
Stability	Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
InChI	1S/C7H5N3O2/c11-10(12)5-1-2-6-7(3-5)9-4-8-6/h1-4H,(H,8,9)
InChIKey	XPAZGLFMMUODDK-UHFFFAOYSA-N
SMILES	[N+](=O)([O-])c1cc2[nH]cnc2cc1
CAS DataBase Reference	94-52-0(CAS DataBase Reference)
EPA Substance Registry System	5-Nitrobenzimidazole (94-52-0)

Safety Information

Hazard Codes	Xi,Xn
Risk Statements	36/37/38-40-22
Safety Statements	26-45-36/37
RIDADR	2811
WGK Germany	3
RTECS	DD9800000
TSCA	TSCA listed
HS Code	29339990
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3
Hazardous Substances Data	94-52-0(Hazardous Substances Data)

MSDS

Provider	Language
5-Nitrobenzimidazole	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

white or pale yellow powder

Uses

Antifogging agent in photographic developers.

Uses

5-Nitrobenzimidazole acts as a reagent in the synthesis of benzimidazoles derivatives with antibacterial and antifungal activities. It also functions as a reagent in the synthesis of xanthine oxidase, a key enzyme that catalyze xanthine to uric acid causing hyperuricemia in humans.

General Description

Off-white to pale yellow fluffy powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

5-Nitrobenzimidazole is incompatible with strong oxidizing agents and strong bases.

Fire Hazard

Flash point data for 5-Nitrobenzimidazole are not available but 5-Nitrobenzimidazole is probably combustible.

Synthesis

64-18-6

99-56-9

94-52-0

First, 4-nitrophthalimide (1 g) was mixed with formic acid (0.74 mL) in 5N hydrochloric acid (70 mL), stirred and heated to reflux for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature, neutralized with 10% sodium hydroxide solution and the precipitate was isolated. Subsequently, the precipitate was recrystallized with water and dried to give 5-nitrobenzimidazole (0.69 g) [37].

References

[1] Molecules, 2015, vol. 20, # 8, p. 15206 - 15223
[2] Journal of the Korean Chemical Society, 2010, vol. 54, # 5, p. 589 - 593
[3] Journal of the Chilean Chemical Society, 2012, vol. 57, # 2, p. 1122 - 1125,4
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 24, p. 9591 - 9600
[5] Journal of the Chemical Society of Pakistan, 2018, vol. 40, # 2, p. 366 - 374

5-Nitrobenzimidazole

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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