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MilliporeSigma

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:

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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

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1 of 4

This Item
2179131.07810249955
reaction suitability

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

reaction suitability

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

reaction suitability

-

reaction suitability

core: tin, reagent type: catalyst

assay

98%

assay

99.995% trace metals basis

assay

≥99.0% (acidimetric)

assay

-

form

liquid

form

liquid

form

liquid

form

liquid

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

mp

−33 °C (lit.)

mp

−33 °C (lit.)

mp

-33 °C

mp

-

bp

114 °C (lit.)

bp

114 °C (lit.)

bp

114 °C/1013 hPa

bp

-

Application

Stannic chloride can be used to catalyze:
  • Cyclization of trans β-monocyclohomofarnesic acid to form norambreinolide.[1]
  • Formation of C-glycosides of aromatic compounds such as thiophene, naphthalene and phloroglucinol trimethyl ether.[2]
  • Formal [4+2] cycloaddition of 3-ethoxycyclobutanones and allyltrialkylsilanes to form 3-ethoxy-5-[(trialkylsilyl)methyl]cyclohexan-1-ones.[3]
  • Diastereoselective reaction of δ-alkoxyallylstannanes with aldehydes to form 1,5-diol derivatives.[4]


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.[5]
  • 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.[6]
  • SnCl4-silver perchlorate forms an effective catalytic system for the stereoselective of glycosylation 1-O-acetyl glucose.[7]

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.[8]

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

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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Facile Syntheses of C-Glycosides of Aromatic Compounds.
Ohrui H, et al.
Agricultural and Biological Chemistry, 36(9), 1651-1653 (1972)
Tin (IV) Chloride.
Castellino S, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis null
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
Synthesis of (?)-norambreinolide by cyclization of trans-?-monocyclohomofarnesic acid.
Saito A, et al.
Chemistry Letters (Jpn), 10(6), 757-760 (1981)
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)

Questions

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    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/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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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