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208930

Sigma-Aldrich

Tin(IV) chloride

98%

Synonyme(s) :

Stannic chloride fuming

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About This Item

Formule linéaire :
SnCl4
Numéro CAS:
7646-78-8
Poids moléculaire :
260.52
Numéro CE :
231-588-9
Numéro MDL:
MFCD00011242
Code UNSPSC :
12352106
ID de substance PubChem :
24852219
Nomenclature NACRES :
NA.22
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Densité de vapeur

9 (vs air)

Niveau de qualité

200

Pression de vapeur

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

Essai

98%

Forme

liquid

Pertinence de la réaction

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

pb

114 °C (lit.)

Pf

−33 °C (lit.)

Densité

2.226 g/mL at 25 °C (lit.)

Chaîne SMILES 

Cl[Sn](Cl)(Cl)Cl

InChI

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

Clé InChI

HPGGPRDJHPYFRM-UHFFFAOYSA-J

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Catégories apparentées

Description générale

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]

Application

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]

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H314,H335,H412

Classification des risques

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
MKCX1895
MKCW5762
MKCW5761
MKCW7984
MKCV2491

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Sigma-Aldrich

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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
Min Huang et al.
International journal of biological macromolecules, 162, 220-228 (2020-06-17)
In this work, we present Co3S4-SnO2 supported polyvinylpyrrolidone-cellulose (PVPCS) nano-structure for Lidocaine degradation. The nanostructure was characterized by various techniques i.e. morphological and optical ones. The results have demonstrated that Co3S4-SnO2 nanocomposites were evenly supported on the PVPCS. Moreover, the
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)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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