1-VINYLIMIDAZOLE (1-ETHENYL-1H-IMIDAZOLE)

1-VINYLIMIDAZOLE

PRODUCT IDENTIFICATION

CAS NO.

1072-63-5

1-VINYLIMIDAZOLE

EINECS NO.

214-012-0

FORMULA

C₅H₆N₂

MOL WT.

94.12

H.S. CODE

TOXICITY

SYNONYMS

1-Ethenyl-1H-Imidazole

SMILES

CLASSIFICATION

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

colorless to yellow liquid

MELTING POINT

-50 C

BOILING POINT

74 - 77 C

SPECIFIC GRAVITY

1.04

SOLUBILITY IN WATER

Miscible

AUTOIGNITION

415 C

VAPOR DENSITY

NFPA RATINGS

REFRACTIVE INDEX

1.5300

FLASH POINT

84 C

STABILITY

Stable under ordinary conditions

APPLICATIONS

Vinyl: the univalent chemical radical H₂C=CHCl-, derived from ethylene. It is a highly reactive, easily polymerizing, and low cost monomer used as basic materials for one of largest-selling plastic. In addition to its application of polymerization to make plastics with huge amount, vinly- is an functional group involved in cycloaddition, addition reactions, and carbon skeleton expansion reactions including Suzuki reaction, Heck reaction. This radical is useful in biomolecules chemistry such as protein sequencing and enzyme inhibitors. Some vinyl compounds impart characteristic flavors. Vinyl imidazole is used as an intermediate for copolymers, dyeing auxiliaries, antistatics, fuel oil additives, ion exchange resins.

SALES SPECIFICATION

APPEARANCE

colorless to yellow liquid

ASSAY (GC)

99.5% min

IMIDAZOLE

0.1% max

WATER

0.1% max

TRANSPORTATION

PACKING

200kgs in Drum

HAZARD CLASS

8

UN NO.

3267

OTHER INFORMATION

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.


1,2,4-Triazole	Pyrrole	1-Pyrroline	3-Pyrroline

Pyrrolidine	Pyrazole	Pyrazolone	Oxazole

Isoxazole	Isothiazole	Benzimidazole	Thiabendazole