ChemicalBook Product Catalog Pharmaceutical intermediates Bulk Drug Intermediates 1-Vinylimidazole

1-Vinylimidazole

Product Name1-Vinylimidazole
CAS1072-63-5
MFC5H6N2
MW94.11
EINECS214-012-0
MOL File1072-63-5.mol

Chemical Properties

Melting point	78-79°C
Boiling point	192–194 °C (378–381 °F; 465–467 K)
Density	1.039 g/mL
vapor pressure	38Pa at 20℃
refractive index	1.53
Flash point	84 °C
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
solubility	Acetonitrile (Slightly), Chloroform (Slightly)
pka	6.07±0.10(Predicted)
form	clear liquid
color	Colorless to Light yellow
Odor	Amines-like odor
Water Solubility	Miscible with water.
Sensitive	Light Sensitive
BRN	105321
Stability	Stable. Hygroscopic. Incompatible with strong oxidizing agents.
InChI	1S/C5H6N2/c1-2-7-4-3-6-5-7/h2-5H,1H2
InChIKey	OSSNTDFYBPYIEC-UHFFFAOYSA-N
SMILES	C=Cn1ccnc1
LogP	0.54 at 25℃
CAS DataBase Reference	1072-63-5(CAS DataBase Reference)
NIST Chemistry Reference	N-vinylimidazole(1072-63-5)
EPA Substance Registry System	1H-Imidazole, 1-ethenyl- (1072-63-5)

Safety Information

Hazard Codes	C,F
Risk Statements	22-34-41
Safety Statements	26-36/37/39-45
RIDADR	UN 3267 8/PG 2
WGK Germany	3
F	10
Hazard Note	Flammable/Light Sensitive
TSCA	TSCA listed
HazardClass	8
PackingGroup	III
HS Code	2933990099
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 4 Oral Eye Dam. 1 Repr. 1B

MSDS

Provider	Language
Vinylimidazole	English
SigmaAldrich	English
ALFA	English

Usage And Synthesis

Chemical Properties

Brown liquid

Application

1-Vinylimidazole has been employed:

as functional monomer in the synthesis of molecularly imprinted polymers
as monomer in the preparation of magnetic-poly(divinylbenzene-1-vinylimidazole) [m-poly(DVB-VIM)] microbeads
in the synthesis of novel ion imprinted polyvinylimidazole-silica hybrid copolymer (IIHC)
in removal of the vinyl protecting group via isoprene-catalyzed lithiation process

Uses

1-Vinylimidazole is used as a monomer in the synthesis of molecularly imprinted polymers. It is involved in the removal of vinyl protecting groups with an isoprene-catalyzed lithiation process. Also, it is involved in the preparation of magnetic-poly(divinylbenzene-1-vinylimidazole) microbeads. Further, it is used to prepare ion imprinted polyvinylimidazole-silica hybrid copolymer.

Polymerization

Poly(vinylimidazole)s, which contain heterocyclic aromatic rings on the polymer side chains, are of increasing interest for a wide variety of applications ranging from catalysis, polymeric ionic liquids to membrane material. Researcher demonstrated that well-controlled and low dispersity (as low as 1.05) poly(1VIM) could be synthesized via RAFT polymerization by using acetic acid as a special solvent. Acetic acid not only works as a solvent that allows homogeneous polymerization, it also protonates 1VIM, thereby, allowing the stabilization of propagating radicals during polymerization. The synthesis of well-controlled poly(1VIM) is expected to greatly expand the design and utility of vinyl imidazole-based materials and their applications in catalysis, membrane material, heavy metal removal, fuel cells and many other fields.
1-Vinylimidazole