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56750

Imidazole

Name: Imidazole
Brand: SIAL

≥99.5% (GC), flakes, powder or crystals, puriss. p.a.

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :

C₃H₄N₂

Numéro CAS:

288-32-4

Poids moléculaire :

68.08

NACRES:

NA.21

PubChem Substance ID:

57651598

eCl@ss:

39161001

UNSPSC Code:

12352005

EC Number:

206-019-2

MDL number:

MFCD00005183

Beilstein/REAXYS Number:

103853

Assay:

≥99.5% (GC)

Form:

flakes, powder or crystals

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Propriétés

Nom du produit

Imidazole, puriss. p.a., ≥99.5% (GC)

vapor pressure

<1 mmHg ( 20 °C)

Quality Level

200

grade

puriss. p.a.

assay

≥99.5% (GC)

form

flakes, powder or crystals

ign. residue (900 °C)

≤0.1%

pH

9.5-11.0 (25 °C, 50 mg/mL in H₂O)

pKa (25 °C)

6.95

bp

256 °C (lit.)

mp

88-91 °C

solubility

alcohol: soluble(lit.), chloroform: soluble(lit.), pyridine: soluble(lit.), water: soluble(lit.)

anion traces

chloride (Cl^-): ≤50 mg/kg, sulfate (SO₄^2-): ≤50 mg/kg

cation traces

Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

SMILES string

c1c[nH]cn1

InChI

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

InChI key

RAXXELZNTBOGNW-UHFFFAOYSA-N

Description

General description

Imidazole is an aromatic heterocyclic compound with a five-membered planar ring. It is an amphoteric compound because of the presence of both an acidic NH and a basic nitrogen atom. Imidazole is an essential component of many important molecules including natural products, bioactive molecules, ionic liquids, and imidazolium. It serves as a building block for the synthesis of various drug molecules.

Application

Excellent pour les tampons compris dans la plage de pH 6,2-7,8

Imidazole can be used as a catalyst:

For the silylation of alcohols, carboxylic acids, and amines in the presence of silyl chloride in DMF.
In the peptide coupling using the triphenyl phosphite.
To prepare acid chlorides from the corresponding carboxylic acids and phosgene.

It can also be used in the following reactions: