208930

Tin(IV) chloride

98%

• Synonyme(s) : Stannic chloride fuming
• Formule linéaire : SnCl₄
• Numéro CAS: 7646-78-8
• Poids moléculaire : 260.52
• Numéro CE : 231-588-9
• Numéro MDL: MFCD00011242
• Code UNSPSC : 12352106
• ID de substance PubChem : 24852219
• Nomenclature NACRES : NA.22

Propriétés

• Densité de vapeur: 9 (vs air)
• Niveau de qualité: 200
• Pression de vapeur: 10 mmHg ( 10 °C); 18.6 mmHg ( 20 °C); 20 mmHg ( 22 °C)
• Pureté: 98%
• Forme: liquid
• Pertinence de la réaction: core: tin; reagent type: Lewis acid; reagent type: catalyst
• Point d'ébullition: 114 °C (lit.)
• Pf: −33 °C (lit.)
• Densité: 2.226 g/mL at 25 °C (lit.)
• Chaîne SMILES: Cl[Sn](Cl)(Cl)Cl
• InChI: 1S/4ClH.Sn/h4*1H;/q;;;;+4/p-4
• Clé InChI: HPGGPRDJHPYFRM-UHFFFAOYSA-J

Description

Description générale

Stannic chloride (SnCl₄) is a strong Lewis acid widely used as a promoter or catalyst in organic synthesis. It is soluble in most organic solvents.

Application

Stannic chloride can be used to catalyze:

• Cyclization of trans β-monocyclohomofarnesic acid to form norambreinolide.
• Formation of C-glycosides of aromatic compounds such as thiophene, naphthalene and phloroglucinol trimethyl ether.
• Formal [4+2] cycloaddition of 3-ethoxycyclobutanones and allyltrialkylsilanes to form 3-ethoxy-5-[(trialkylsilyl)methyl]cyclohexan-1-ones.
• Diastereoselective reaction of δ-alkoxyallylstannanes with aldehydes to form 1,5-diol derivatives.

Other applications of SnCl₄:

• The SnCl₄-2,6-dialkoxyphenols complexes can catalyze cyclization of poylenes, such as 4-(homogeranyl)toluene to form trans-fused tricyclic compound.
• SnCl₄ can act as a promoter during the reaction of ortho-aminobenzonitriles with β-ketoesters and β-enaminonitriles to form 4-aminoquinolines and 4-aminopyridines, respectively.
• SnCl₄-silver perchlorate forms an effective catalytic system for the stereoselective of glycosylation 1-O-acetyl glucose.

Informations sur la sécurité

• Pictogrammes: GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H314,H335,H412
• Conseils de prudence: P261 - P271 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Classification des risques: Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 8A - Combustible corrosive hazardous materials
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter