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204722

Sigma-Aldrich

Tin(II) chloride

≥99.99% trace metals basis

Sinonimo/i:

Stannous chloride

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About This Item

Formula condensata:
SnCl2
Numero CAS:
Peso molecolare:
189.62
Numero CE:
Numero MDL:
Codice UNSPSC:
12352302
eCl@ss:
38140204
ID PubChem:
NACRES:
NA.21

Tensione di vapore

33 hPa (~429 °C)

Livello qualitativo

Saggio

≥99.99% trace metals basis

Forma fisica

crystalline powder
flakes

Impiego in reazioni chimiche

reagent type: catalyst
core: tin

pH

2.18 (20 °C)

P. eboll.

652 °C (lit.)

Punto di fusione

246 °C (lit.)

Stringa SMILE

Cl[SnH2]Cl

InChI

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

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Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Cardio-vascular system, Respiratory system

Codice della classe di stoccaggio

8B - Non-combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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


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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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