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Merck

431508

Tin(II) chloride dihydrate

ACS reagent grade, ≥99.99% trace metals basis

Synonym(s):

Stannous chloride dihydrate

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About This Item

Linear Formula:
SnCl2 · 2H2O
CAS Number:
Molecular Weight:
225.65
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
EC Number:
231-868-0
MDL number:
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Product Name

Tin(II) chloride dihydrate, ≥99.99% trace metals basis

grade

ACS reagent

assay

≥99.99% trace metals basis

reaction suitability

core: tin, reagent type: catalyst

bp

652 °C

mp

37-38 °C (dec.) (lit.)

cation traces

Ca: ≤0.005%, Fe: ≤0.003%, K: ≤0.005%, Na: ≤0.01%, Pb: ≤0.01%

SMILES string

O.O.Cl[SnH2]Cl

InChI

1S/2ClH.2H2O.Sn/h2*1H;2*1H2;/q;;;;+2/p-2

InChI key

FWPIDFUJEMBDLS-UHFFFAOYSA-L

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Application

Reducing agent; carbonyl allylation; Lewis acid catalyst in C-C bond-forming reactions; catalyst withAgClO4 for the synthesis of α-glycosides; synthesis of alkenes, dienes, cis-vinyloxiranes, and allylic selenides; deoxygenation of 1,4-endoperoxides; protection of carboxylic acids as 1,3-dithianes;selective p-methoxybenzyl ether cleavage reagent; additive in hydroformylation and carbonylation reactions.

Features and Benefits

Meets A.C.S. reagent specifications.

signalword

Danger

Hazard Classifications

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

target_organs

Cardio-vascular system, Respiratory system

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Grégory Dupeyre et al.
Organic & biomolecular chemistry, 9(22), 7780-7790 (2011-10-07)
A six-step one-pot reaction was designed for synthesizing homodimeric 7-phenylindolo[3,2-a]carbazoles from 1H-indoles and β-nitrostyrenes, in the presence of SnCl(2)·2H(2)O. The reactions proceeded under very mild conditions and the desired heterocycles were obtained in moderate to good yields. An unprecedented mechanism
Olivier Germay et al.
Organic & biomolecular chemistry, 10(48), 9709-9733 (2012-11-17)
The tin(IV) chloride mediated cyclisation of (Z)-homoallylic alcohols using phenylselenenyl chloride or phthalimide in the presence of a Lewis acid followed by reductive removal of the phenylselenenyl group was found to give 2,5-cis-disubstituted tetrahydrofurans with excellent stereocontrol. Using this procedure
Rajendran Suresh et al.
The Journal of organic chemistry, 77(3), 1468-1476 (2012-01-11)
The synthesis of 2-(1H-pyrrolo[2,3-b]pyridin-3-yl)quinolines by a SnCl(2)-catalyzed multicomponent reaction has been described. The reaction proceeds chemo- and regioselectively in an atom-economic way, generating a library of 24 quinoline derivatives.
Caitian Gao et al.
Nanoscale, 4(11), 3475-3481 (2012-05-11)
A high-efficiency photoelectrode for dye-sensitized solar cells (DSSCs) should combine the advantageous features of fast electron transport, slow interfacial electron recombination and large specific surface area. However, these three requirements usually cannot be achieved simultaneously in the present state-of-the-art research.
Liyan Zheng et al.
Dalton transactions (Cambridge, England : 2003), 41(5), 1630-1634 (2011-12-08)
It was found that stannous chloride (SnCl(2)), as a popular inorganic reducing reagent, could obviously enhance the electrochemiluminescence (ECL) of tris(2,2'-bipyridyl) ruthenium(II) (Ru(bpy)(3)(2+)) in aqueous solution. Some factors affecting the ECL reactions between Ru(bpy)(3)(2+) and Sn(2+), including pH, concentrations of

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