Tin(IV) chloride

98%

Sinônimo(s):

Stannic chloride fuming

Fórmula linear:

SnCl₄

Número CAS:

7646-78-8

Peso molecular:

260.52

Número EC:

231-588-9

Número MDL:

MFCD00011242

ID de substância PubChem:

24852219

densidade de vapor

9 (vs air)

Nível de qualidade

200

pressão de vapor

10 mmHg ( 10 °C)
18.6 mmHg ( 20 °C)
20 mmHg ( 22 °C)

Ensaio

98%

forma

liquid

reaction suitability

core: tin
reagent type: Lewis acid
reagent type: catalyst

pb

114 °C (lit.)

pf

−33 °C (lit.)

densidade

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

Descrição geral

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.[1]

Aplicação

Stannic chloride can be used to catalyze:

Cyclization of trans β-monocyclohomofarnesic acid to form norambreinolide.[2]

Formation of C-glycosides of aromatic compounds such as thiophene, naphthalene and phloroglucinol trimethyl ether.[3]

Formal [4+2] cycloaddition of 3-ethoxycyclobutanones and allyltrialkylsilanes to form 3-ethoxy-5-[(trialkylsilyl)methyl]cyclohexan-1-ones.[4]

Diastereoselective reaction of δ-alkoxyallylstannanes with aldehydes to form 1,5-diol derivatives.[5]

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.[6]

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.[7]

SnCl₄-silver perchlorate forms an effective catalytic system for the stereoselective of glycosylation 1-O-acetyl glucose.[8]