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I202

Sigma-Aldrich

Imidazole

ReagentPlus®, 99%

Synonym(s):

1,3-Diaza-2,4-cyclopentadiene, Glyoxaline

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About This Item

Empirical Formula (Hill Notation):
C3H4N2
CAS Number:
288-32-4
Molecular Weight:
68.08
Beilstein:
103853
EC Number:
206-019-2
MDL number:
MFCD00005183
UNSPSC Code:
12352005
eCl@ss:
39161001
PubChem Substance ID:
329815362
NACRES:
NA.25

vapor pressure

<1 mmHg ( 20 °C)

Quality Level

200

product line

ReagentPlus®

Assay

99%

form

crystalline

pH

9-11 at 100 g/L (23 °C)

pKa (25 °C)

6.95

bp

256 °C (lit.)

mp

88-91 °C (lit.)

SMILES string

c1c[nH]cn1

InChI

1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)

InChI key

RAXXELZNTBOGNW-UHFFFAOYSA-N

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Application

Imidazole is a biocompatible molecule that is used as a scaffold for biomimetic applications. It is used as a bioreagent with an ability to hydrogen bond with drugs and proteins. It can be also be used as an additive for the formation of an electrolyte for fuel cell applications.
Excellent for buffers in the range of pH 6.2-7.8

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Statements

H302,H314,H360D

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

293.0 °F - closed cup

Flash Point(C)

145 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Imidazole and 1-methyl imidazole in phosphoric acid doped polybenzimidazole, electrolyte for fuel cells
Schechter A and Savinell RF
Solid State Ionics, 147(1-2), 181-187 (2002)
Imidazole-and imidazolium-containing polymers for biology and material science applications
Anderson EB and Long TE
Polymer, 51(12), 2447-2454 (2010)
Three-Dimensional Covalent Co-Assembly between Inorganic Supertetrahedral Clusters and Imidazolates.
Wu T, et al.
Angewandte Chemie (International Edition in English), 50(11), 2536-2539 (2011)
Cobalt imidazolate framework as precursor for oxygen reduction reaction electrocatalysts.
Ma S, et al.
Chemistry?A European Journal , 17(7), 2063-2067 (2011)
Ali Tebbi et al.
The Journal of biological chemistry, 290(22), 14077-14090 (2015-04-17)
Ribonucleotide reductase (RnR) is a key enzyme synthesizing deoxyribonucleotides for DNA replication and repair. In mammals, the R1 catalytic subunit forms an active complex with either one of the two small subunits R2 and p53R2. Expression of R2 is S
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