208930
Tin(IV) chloride
98%
Synonym(s):
Stannic chloride fuming
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About This Item
Linear Formula:
SnCl4
CAS Number:
Molecular Weight:
260.52
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
231-588-9
MDL number:
vapor density
9 (vs air)
Quality Level
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
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:
Other applications of SnCl4:
- 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.
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signalword
Danger
hcodes
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
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Tin (IV) chloride-promoted synthesis of 4-aminopyridines and 4-aminoquinolines.
Veronese A C, et al.
Tetrahedron, 51(45), 12277-12284 (1995)
1, 5-Asymmetric induction in reactions between δ-alkoxyallylstannanes and aldehydes induced by tin (IV) chloride.
McNeill A H and Thomas E J
Tetrahedron Letters, 31(43), 6239-6242 (1990)
Tin (IV) chloride-chiral pyrogallol derivatives as new Lewis acid-assisted chiral Br?nsted acids for enantioselective polyene cyclization.
Kumazawa K, et al.
Organic Letters, 6(15), 2551-2554 (2004)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 208930-250G | 04061838770332 |
| 208930-2KG | 04061838770349 |