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204722

Sigma-Aldrich

Zinn(II)-Chlorid

≥99.99% trace metals basis

Synonym(e):

Zinndichlorid

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About This Item

Lineare Formel:
SnCl2
CAS-Nummer:
Molekulargewicht:
189.62
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352302
eCl@ss:
38140204
PubChem Substanz-ID:
NACRES:
NA.21

Dampfdruck

33 hPa (~429 °C)

Qualitätsniveau

Assay

≥99.99% trace metals basis

Form

crystalline powder
flakes

Eignung der Reaktion

reagent type: catalyst
core: tin

pH-Wert

2.18 (20 °C)

bp

652 °C (lit.)

mp (Schmelzpunkt)

246 °C (lit.)

SMILES String

Cl[SnH2]Cl

InChI

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

InChIKey

AXZWODMDQAVCJE-UHFFFAOYSA-L

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Allgemeine Beschreibung

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.

Anwendung

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.

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Cardio-vascular system, Respiratory system

Lagerklassenschlüssel

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


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Kunden haben sich ebenfalls angesehen

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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