IMIDAZOLE

PRODUCT IDENTIFICATION
CAS NO.

288-32-4

IMIDAZOLE
EINECS NO. 206-019-2
FORMULA C3H4N2
MOL WT. 68.08
H.S. CODE 2933.29
TOXICITY Oral rat LD50: 220 mg/Kg
SYNONYMS 1H-Imidazole; Miazole; Glyoxalin; Glyoxaline;
1,3-Diaza-2,4-cyclopentadiene; 1,3-Diazole; N,N'-vinylene-Formamidine; Glioksal (Polish); N,N'-1,2-ethenediyl-Methanimidamide; Iminazole; IMD;
SMILES  

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE

clear to pale yellow crystalline flake
MELTING POINT 89 - 91 C
BOILING POINT 255 - 256 C
SPECIFIC GRAVITY 1.026
SOLUBILITY IN WATER Soluble
pH Weak base
VAPOR DENSITY 2.36

AUTOIGNITION

 

NFPA RATINGS

 Health: 3 Flammability: 1 Reactivity: 0

REFRACTIVE INDEX

 1.4801

FLASH POINT

145 C
STABILITY Stable under ordinary conditions

GENERAL DESCRIPTION & APPLICATIONS
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 position
  • 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
SALES SPECIFICATION

APPEARANCE

clear to pale yellow crystalline flake
ASSAY

99.0% min

MELTING POINT

88 C min

WATER

 0.5% max
TRANSPORTATION
PACKING 25kgs in bag
HAZARD CLASS 8 (Packing Group: II)
UN NO. 3263
OTHER INFORMATION
Hazard Symbols: XN C, Risk Phrases: 22-34, Safety Phrases: 25-36/37/39-45

EXAMPLES OF AZOLE FUNGICIDE

IMIDAZOLE

TRIAZOLE

FUNGICIDE

CAS RN

FUNGICIDE

CAS RN

Climbazole

38083-17-9

Amisulbrom

348635-87-0

Clotrimazole

23593-75-1

Azaconazole

60207-31-0

Cyazofamid

120116-88-3

Bitertanol

55179-31-2

Fenamidone

161326-34-7

Bromuconazole

116255-48-2

Fenapanil

61019-78-1

Cyproconazole

94361-06-5

Glyodin

556-22-9

Diclobutrazol

75736-33-3

Imazalil

35554-44-0

Difenoconazole

119446-68-3

Isovaledione

 

Diniconazole

83657-24-3

Oxpoconazole

134074-64-9

Diniconazole-M

83657-18-5

Pefurazoate

101903-30-4

Epoxiconazole

135319-73-2 or
or 106325-08-0

Triazoxide

72459-58-6

Etaconazole

60207-93-4

Triflumizole

99387-89-0

Fenbuconazole

114369-43-6

 

 

Fluotrimazole

31251-03-3

 

 

Fluquinconazole

136426-54-5

 

 

Flusilazole

85509-19-9

 

 

Flutriafol

76674-21-0

 

 

Furconazole

112839-33-5

 

 

Furconazole (cis)

112839-32-4

 

 

Hexaconazole

79983-71-4

 

 

Ipconazole

125225-28-7

 

 

Metconazole

125116-23-6

 

 

Myclobutanil

66246-88-6

 

 

Penconazole

66246-88-6

 

 

Propiconazole

60207-90-1

 

 

Prothioconazole

178928-70-6

 

 

Quinconazole

103970-75-8

 

 

Simeconazole

149508-90-7

 

 

Tebuconazole

107534-96-3

 

 

Tetraconazole

112281-77-3

 

 

Triadimefon

43121-43-3

 

 

Triadimenol

55219-65-3

 

 

Triazbutil

16227-10-4

 

 

Triticonazole

131983-72-7

 

 

Uniconazole

83657-22-1

 

 

Uniconazole-P

83657-17-4