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204722

Sigma-Aldrich

Tin(II) chloride

≥99.99% trace metals basis

Sinônimo(s):

Stannous chloride

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About This Item

Fórmula linear:
SnCl2
Número CAS:
Peso molecular:
189.62
Número CE:
Número MDL:
Código UNSPSC:
12352302
eCl@ss:
38140204
ID de substância PubChem:
NACRES:
NA.21

grau

for analytical purposes

Nível de qualidade

pressão de vapor

33 hPa (~429 °C)

Ensaio

≥99.99% trace metals basis

Formulário

crystalline powder
flakes

adequação da reação

reagent type: catalyst
core: tin

pH

2.18 (20 °C)

p.e.

652 °C (lit.)

pf

246 °C (lit.)

cadeia de caracteres SMILES

Cl[SnH2]Cl

InChI

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

chave InChI

AXZWODMDQAVCJE-UHFFFAOYSA-L

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Descrição geral

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.

Aplicação

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.

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Cardio-vascular system, Respiratory system

Código de classe de armazenamento

8B - Non-combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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


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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)
An efficient and extremely mild catalyst system, combined use of trityl chloride and tin (II) chloride, in the aldol and Michael reactions.
Mukaiyama T, et al.
Chemistry Letters (Jpn), 16(3), 491-494 (1987)
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)

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