56750

Imidazole

puriss. p.a., ≥99.5% (GC)

• Synonyme(s) : 1,3-Diaza-2,4-cyclopentadiène, Glyoxaline
• Formule empirique (notation de Hill): C₃H₄N₂
• Numéro CAS: 288-32-4
• Poids moléculaire : 68.08
• Numéro Beilstein : 103853
• Numéro CE : 206-019-2
• Numéro MDL: MFCD00005183
• Code UNSPSC : 12352005
• eCl@ss : 39161001
• ID de substance PubChem : 57651598
• Nomenclature NACRES : NA.21

Propriétés

• Pression de vapeur: <1 mmHg ( 20 °C)
• Niveau de qualité: 200
• Qualité: puriss. p.a.
• Pureté: ≥99.5% (GC)
• Forme: flakes; powder or crystals
• Résidus de calcination (900 °C): ≤0.1%
• pH: 9.5-11.0 (25 °C, 50 mg/mL in H₂O)
• pKa (25 °C): 6.95
• Point d'ébullition: 256 °C (lit.)
• Pf: 88-91 °C (lit.); 88-91 °C
• Solubilité: alcohol: soluble(lit.); chloroform: soluble(lit.); pyridine: soluble(lit.); water: soluble(lit.)
• Traces d'anions: chloride (Cl^-): ≤50 mg/kg; sulfate (SO₄^2-): ≤50 mg/kg
• Traces de cations: 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
• Chaîne SMILES: c1c[nH]cn1
• InChI: 1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
• Clé InChI: RAXXELZNTBOGNW-UHFFFAOYSA-N

Description

Description générale

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

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:      

• Imidazole-PPh₃/I₂ catalytic system used in the conversion of alcohols into iodides      
• Imidazole-PPh₃/I₂ is used in the diol deoxygenation reaction.

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

Autres remarques

For titration of aspartic acid and glutamic acid

Informations sur la sécurité

• Pictogrammes: GHS08,GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H314,H360D
• Conseils de prudence: P260 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 293.0 °F - closed cup
• Point d'éclair (°C): 145 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges