208930

Tin(IV) chloride

98%

• Synonym(s): Stannic chloride fuming
• Linear Formula: SnCl₄
• CAS Number: 7646-78-8
• Molecular Weight: 260.52
• EC Number: 231-588-9
• MDL number: MFCD00011242
• UNSPSC Code: 12352106
• PubChem Substance ID: 24852219
• NACRES: NA.22

Properties

• vapor density: 9 (vs air)
• Quality Level: 200
• vapor pressure: 10 mmHg ( 10 °C); 18.6 mmHg ( 20 °C); 20 mmHg ( 22 °C)
• assay: 98%
• form: liquid
• reaction suitability: core: tin; reagent type: Lewis acid; reagent type: catalyst
• bp: 114 °C (lit.)
• mp: −33 °C (lit.)
• density: 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
• InChI key: HPGGPRDJHPYFRM-UHFFFAOYSA-J

Description

General description

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.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H314,H335,H412
• pcodes: P261 - P271 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter