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204722

Sigma-Aldrich

Tin(II) chloride

≥99.99% trace metals basis

Synonyme(s) :

Stannous chloride

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About This Item

Formule linéaire :
SnCl2
Numéro CAS:
Poids moléculaire :
189.62
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352302
eCl@ss :
38140204
ID de substance PubChem :
Nomenclature NACRES :
NA.21

Pression de vapeur

33 hPa (~429 °C)

Niveau de qualité

Pureté

≥99.99% trace metals basis

Forme

crystalline powder
flakes

Pertinence de la réaction

reagent type: catalyst
core: tin

pH

2.18 (20 °C)

Point d'ébullition

652 °C (lit.)

Pf

246 °C (lit.)

Chaîne SMILES 

Cl[SnH2]Cl

InChI

1S/2ClH.Sn/h2*1H;/q;;+2/p-2

Clé InChI

AXZWODMDQAVCJE-UHFFFAOYSA-L

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Description générale

Tin(II) chloride (Stannous chloride, SnCl2) is widely employed as reducing reagent. It plays significant role in diverse fields of science. Since it exhibits superior catalytic action in molten state, it is employed for the hydroliquefaction of coals. It is a promising raw material for the chemical vapour deposition (CVD) of semiconducting layers. It can be prepared by reacting its dihydrate form with acetic anhydride. It exhibits reducing properties in acidic media. It participates in the reduction of the following compounds:
  • aromatic nitro compounds
  • nitriles
  • cyanosilyl ethers
  • organic azides
On mixing sodium cyanoborohydride with SnCl2 in a 2:1 ratio, a reducing reagent mixture is obtained. This reagent is useful for the reduction of tertiary, allyl and benzyl halides.

Application

Tin(II) chloride has been used for the reduction of hydroperxoxides to the corresponding alcohols in a study.
Tin(II) chloride may be used:
  • To catalyze the addition of diazo sulfones, diazo phosphine oxides and diazo phosphonates to aldehydes to form β-keto sulfones, β-keto phosphine oxides and β-keto phosphonates, respectively.
  • Along with trityl chloride, to catalyze the aldol reaction of silyl enol ethers with acetals or aldehydes and the Michael reaction of silyl enol ethers with α,β-unsaturated ketones.
  • As a promoter in the allylic amination of allylic alcohols with amines in the presence of palladium catalyst.

Pictogrammes

Health hazardCorrosionExclamation mark

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT RE 2 Oral - STOT SE 3

Organes cibles

Cardio-vascular system, Respiratory system

Code de la classe de stockage

8B - Non-combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Les clients ont également consulté

Quantitative assays for esterified oxylipins generated by immune cells.
Morgan AH, et al.
Nature Protocols, 5(12), 1919-1931 (2010)
Transformation of molten SnCl2 to SnO2 nano-single crystals.
Kamali AR, et al.
Ceramics International, 40(6), 8533-8538 (2014)
Tin (II) chloride catalyzed addition of diazo sulfones, diazo phosphine oxides, and diazo phosphonates to aldehydes.
Holmquist CR and Roskamp EJ.
Tetrahedron Letters, 33(9), 1131-1134 (1992)
Palladium-catalyzed allylic amination of allylic alcohols with tin (II) chloride and triethylamine.
Masuyama Y, et al.
Chemistry Letters (Jpn), 24(12), 1121-1122 (1995)
Tin (II) Chloride.
Faul MM and Thiel OR.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (1995)

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