208930

Zinn(IV)-chlorid

98%

• Synonym(e): Zinntetrachlorid
• Lineare Formel: SnCl₄
• CAS-Nummer: 7646-78-8
• Molekulargewicht: 260.52
• EG-Nummer: 231-588-9
• MDL-Nummer: MFCD00011242
• UNSPSC-Code: 12352106
• PubChem Substanz-ID: 24852219
• NACRES: NA.22

Eigenschaften

• Dampfdichte: 9 (vs air)
• Qualitätsniveau: 200
• Dampfdruck: 10 mmHg ( 10 °C); 18.6 mmHg ( 20 °C); 20 mmHg ( 22 °C)
• Assay: 98%
• Form: liquid
• Eignung der Reaktion: core: tin; reagent type: Lewis acid; reagent type: catalyst
• bp: 114 °C (lit.)
• mp (Schmelzpunkt): −33 °C (lit.)
• Dichte: 2.226 g/mL at 25 °C (lit.)
• SMILES String: Cl[Sn](Cl)(Cl)Cl
• InChI: 1S/4ClH.Sn/h4*1H;/q;;;;+4/p-4
• InChIKey: HPGGPRDJHPYFRM-UHFFFAOYSA-J

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS05,GHS07
• Signalwort: Danger
• H-Sätze: H314,H335,H412
• P-Sätze: P261 - P271 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Gefahreneinstufungen: Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 8A - Combustible corrosive hazardous materials
• WGK: WGK 1
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter