6-NITROBENZIMIDAZOLE

PRODUCT IDENTIFICATION
CAS NO. 94-52-0

6-NITROBENZIMIDAZOLE
EINECS NO. 202-341-2
FORMULA C7H5N3O2
MOL WT. 163.14

H.S. CODE

 

TOXICITY

 
SYNONYMS 5(6)-Nitro-1H-benzimidazole; 6-Nitro-Azindole;
5(6)-Nitro-1,3-benzodiazole; 6-Nitro-methylenyl-o-phenylenediamine; 6-Nitro-3-azaindole; 6-Nitro-o-benzimidazole; 6-Nitro-benzoimidazole; 6-Nitro-1,3-diazaindene; 5(6)-Nitro-benzoglyoxaline;
SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE yellow to beige crystals

MELTING POINT

 205 - 210 C
BOILING POINT  
SPECIFIC GRAVITY  

SOLUBILITY IN WATER

 Insoluble
pH

 
VISCOSITY

 
AUTOIGNITION

 

REFRACTIVE INDEX

 
NFPA RATINGS Health: 1; Flammability: 0; Reactivity: 0
FLASH POINT

 
STABILITY Stable under ordinary conditions

GENERAL DESCRIPTION AND APPLICATIONS
Benzimidazole is a white to slightly beige solid; melting at 172 C, boils at 360 C,  slightly soluble in water, soluble in ethanol. It is a dicyclic compound having imidazole ring (containing two nitrogen atoms at nonadjacent positions) fused to benzene. Benzimidazole and its derivatives are used in organic synthesis and vermicides or fungicides as they inhibit the action of certain microorganisms. 6-Nitro-Benzimidazole is a componemt of photographic developer for antifogging. Benzimidazole structure is the nucleus in some drugs such as proton pump inhibitors and anthelmintic agents.

Nitro- is the prefix indicating presence of the group -NO2. Historically They are abundant in dyes and explosives. Nitro compounds, organic hydrocarbons having one or more NO2 groups bonded via nitrogen to the carbon framework, are versatile intermediate in organic synthesis of; 

  • Michael addition
  • Reduction
  • Henry Reaction (Nitro-aldol reaction)
  • Nef reaction
  • O-Alkylation
  • Cycloaddition
  • Substitution, Elimination, Conversion reaction
  • Alkylation, Acylation, and Halogenation
SALES SPECIFICATION

APPEARANCE

 yellow to green crystals

CONTENT

99.0% min (HPLC)

MELTING POINT

 205 - 210 C

ASH

0.2% max
TRANSPORTATION
PACKING 25kgs in fiber drum
HAZARD CLASS 6.1
UN NO. 2811
OTHER INFORMATION
Hazard Symbols: XN. Risk Phrases: 22-36/37/38-40, Safety Phrases: 26-36/37-45
DESCRIPTION OF IMIDAZOLE
Imidazole is a heterocyclic compound of five-membered diunsaturated ring structure composed of three carbon atoms and two nitrogen atoms at nonadjacent positions. The simplest member of the imidazole family is imidazole itself, colorless to pale yellow crystalline solid with a weak aminelike odor; soluble in water and alcohol, melts at 89 C, boils at 256 C. Imidazoles are poorly soluble in water generally, but are dissolved in organic solvents, such as chloroform, propylene glycol, and polyethoxylated castor oil. Imidazole ring is found in histidine (an essential amino acid) and histamine, the decarboxylated compound from histamine. Some imidazole compounds inhibit the biosynthesis of ergosterol, required in cell membrane in fungal. They have antibacterial, antifungal, antiprotozoal, and anthelmintic activity. Several distinct phenylimidazoles are therapeutically useful antifungal agents against either superficial or systemic infections. Thiabendazoles which have anthelmintic and antifungal properties are imidazole class compounds. Benzimidazole is a dicyclic compound having midazole ring fused to benzene. Benzimidazole structure is a part of the nucleotide portion of vitamin B12 and the nucleus in some drugs such as proton pump inhibitors and anthelmintic agents. Imidazole has two nitrogen atoms. The one is slightly acidic, while the other is basic. Imidazole and its derivatives are widely used as intermediates in synthesis of organic target compounds including pharmaceuticals, agrochemicals, dyes, photographic chemicals, corrosion inhibitors, epoxy curing agents, adhesives and plastic modifiers. Some imidazole analogues which contain nitrogen in five-membered ring structure are:
  • Triazole: An analog of imidazole.It has three nitrogen atoms and two carbon atoms at nonadjacent positions in the ring system.
  • Pyrrole: An analog of imidazole. It has only one nitrogen atom in the ring system. Pyrrole ring system is involved in coloured products (green pigment, chlorophyll; red, hemoglobin; , blue, indigo) in nature.
  • Pyrroline: A pyrrole in which one of the two solid bonds are hydrogenated.
  • Pyrrolidine: The saturated tetrahydropyrrole, a part of the structures of amino acids (proline, hydroxyproline and hygrine).
  • Pyrazole: 1,2-Diazole (Imidazole isomer). The nitrogen positions are 1 and 2. It is not found in nature
  • Pyrazolone: Pyrazole analog with ketone group at 5 positon
  • Oxazole: an analog of imidazole. The nitrogen atom in position 1 is replaced by oxygen.
  • Isoxazole: an analog of pyrazole. The nitrogen atom at position 1 is replaced by oxygen.
  • Isothiazole:an analog of pyrazole. The nitrogen atom at position 1 is replaced by sulfur.

Triazole

Pyrrole

1-Pyrroline

3-Pyrroline

1,2,4-Triazole

Pyrrole

1-Pyrroline

3-Pyrroline

Pyrrolidine

Pyrazole

Pyrazolone

Oxazole

Pyrrolidine

Pyrazole

Pyrazolone

Oxazole

Isoxazole

Isothiazole

BENZIMIDAZOLE

Thiabendazole

Isoxazole

Isothiazole

Benzimidazole

Thiabendazole