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208930

Sigma-Aldrich

Tin(IV) chloride

98%

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Synonym(s):
Stannic chloride fuming
Linear Formula:
SnCl4
CAS Number:
Molecular Weight:
260.52
EC Number:
MDL number:
PubChem Substance ID:

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

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1 of 4

This Item
2179132047228.18150
Tin(IV) chloride 98%

208930

Tin(IV) chloride

Tin(IV) chloride 99.995% trace metals basis

217913

Tin(IV) chloride

Tin(II) chloride ≥99.99% trace metals basis

204722

Tin(II) chloride

Tin(II) chloride anhydrous for synthesis

8.18150

Tin(II) chloride

assay

98%

assay

99.995% trace metals basis

assay

≥99.99% trace metals basis

assay

-

form

liquid

form

liquid

form

crystalline powder, flakes

form

powder

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

200

bp

114 °C (lit.)

bp

114 °C (lit.)

bp

652 °C (lit.)

bp

623 °C/1013 hPa

mp

−33 °C (lit.)

mp

−33 °C (lit.)

mp

246 °C (lit.)

mp

246 °C

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.

pictograms

CorrosionExclamation mark

signalword

Danger

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


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A Highly Stereoselective Synthesis of α-Glucosides from 1-O-Acetyl Glucose by Use of Tin (IV) Chloride?Silver Perchlorate Catalyst System.
Mukaiyama T, et al.
Chemistry Letters (Jpn), 20(4), 533-536 (1991)
Tin (IV) chloride catalyzed cycloaddition reactions between 3-ethoxycyclobutanones and allylsilanes.
Matsuo J I, et al.
Organic Letters, 11(17), 3822-3825 (2009)
Jian Zhi et al.
Nature communications, 12(1), 445-445 (2021-01-21)
Realizing transparent and energy-dense supercapacitor is highly challenging, as there is a trade-off between energy storing capability and transparency in the active material film. We report here that interstitial boron-doped mesoporous semiconductor oxide shows exceptional electrochemical capacitance which rivals other
Tin (IV) chloride-promoted synthesis of 4-aminopyridines and 4-aminoquinolines.
Veronese A C, et al.
Tetrahedron, 51(45), 12277-12284 (1995)
Facile Syntheses of C-Glycosides of Aromatic Compounds.
Ohrui H, et al.
Agricultural and Biological Chemistry, 36(9), 1651-1653 (1972)

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