2-PHENYLIMIDAZOLE

2-PHENYLIMIDAZOLE

PRODUCT IDENTIFICATION

CAS NO.

670-96-2, 78232-99-2

2-PHENYLIMIDAZOLE

EINECS NO.

211-581-7

FORMULA

C₆H₅C₃H₃N₂

MOL WT.

144.18

H.S. CODE

2933.29.1000

TOXICITY

SYNONYMS

2-Fenilimidazol (Spanish); 2-Phenyl-1H-imidazole; Phenylimidazole;

2-Phenylimidazol (German); 2-Phénylimidazole (French);

SMILES

c1ccccc1c1ncc[nH]1

CLASSIFICATION

Imidazole

EXTRA NOTES

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white powder

MELTING POINT

146 - 148 C

BOILING POINT

335 - 337 C

SPECIFIC GRAVITY

SOLUBILITY IN WATER

Insoluble (1990 mg/l at 25 C)

SOLVENT SOLUBILITY

VAPOR DENSITY

pKa

6.48 (Dissociation Constant at 25 C)

log P(octanol-water)

1.88

VAPOR PRESSURE

1.13E-05 (mmHg at 25 C)

HENRY LAW CONSTANT

2.88E-07 (atm-m3/mole at 25 C)

OH RATE CONSTANT

6.59E-11 (cm3/molecule-sec at 25 C Atmospheric)

AUTOIGNITION

NFPA RATINGS

Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

FLASH POINT

> 200 C

STABILITY

Stable under ordinary conditions. Moisture Sensitive.

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking (Imidazole)

Material Safety Data Sheet

Google Scholar Search

Local: 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 double 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.