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Merck
CN

208930

Tin(IV) chloride

98%

Synonym(s):

Stannic chloride fuming

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About This Item

Linear Formula:
SnCl4
CAS Number:
7646-78-8
Molecular Weight:
260.52
NACRES:
NA.22
PubChem Substance ID:
24852219
UNSPSC Code:
12352106
EC Number:
231-588-9
MDL number:
MFCD00011242

Key Documents

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Product Name

Tin(IV) chloride, 98%

InChI key

HPGGPRDJHPYFRM-UHFFFAOYSA-J

InChI

1S/4ClH.Sn/h4*1H;/q;;;;+4/p-4

SMILES string

Cl[Sn](Cl)(Cl)Cl

vapor density

9 (vs air)

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.)

Quality Level

200

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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.

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.

pictograms

CorrosionExclamation mark
GHS05,GHS07

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ1499
MKCX9791
MKCX7922
MKCX5257
MKCX1895

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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 catalyzed cycloaddition reactions between 3-ethoxycyclobutanones and allylsilanes.
Matsuo J I, et al.
Organic Letters, 11(17), 3822-3825 (2009)
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-promoted synthesis of 4-aminopyridines and 4-aminoquinolines.
Veronese A C, et al.
Tetrahedron, 51(45), 12277-12284 (1995)
Synthesis of (?)-norambreinolide by cyclization of trans-?-monocyclohomofarnesic acid.
Saito A, et al.
Chemistry Letters (Jpn), 10(6), 757-760 (1981)
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