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474762

Sigma-Aldrich

Tin(II) chloride dihydrate

≥99.97% trace metals basis

Synonym(s):

Stannous dichloride dihydrate, Stannous chloride dihydrate

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About This Item

Linear Formula:
SnCl2 · 2H2O
CAS Number:
10025-69-1
Molecular Weight:
225.65
EC Number:
231-868-0
MDL number:
MFCD00149863
UNSPSC Code:
12352300
PubChem Substance ID:
24871047
NACRES:
NA.22

Quality Level

100

assay

≥99.97% trace metals basis

reaction suitability

core: tin
reagent type: catalyst

bp

652 °C (lit.)

mp

37-38 °C (dec.) (lit.)

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

Tin(II) chloride dihydrate can be used as a mild Lewis acid catalyst to synthesize:      
  • 3-Aminoimidazo[1,2-a]pyridines via three-component condensation reaction of aromatic aldehydes, 2-aminopyridines, and isonitriles.     
  • Pyrazolo[5,4-b]quinoline derivatives via cyclocondensation reaction of 5-amino-3-(arylamino)-1H-pyrazole-4-carbonitriles with cyclohexane-1,3-dione or dimedone.    
  • Polylactic acid from aqueous lactic acid in the presence of succinic anhydride.

It can also be used as a cocatalyst to synthesize indole derivatives by treating anilines with trialkanolamines in the presence of ruthenium as a catalyst.

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jonathan J Gridley et al.
Chemical communications (Cambridge, England), (20), 2550-2551 (2003-11-05)
Condensations between the tin(II) enolate 11 of ethyl N-tosylglycinate and conjugated ynals 12 and ynones 14 are highly diastereoselective, in favour of the anti-isomers 13 and 15; similar reactions of enals and enones 17 show lower but still useful levels
Xiang-Hui Tan et al.
Organic letters, 5(11), 1833-1835 (2003-05-24)
[reaction: see text] Under the Lewis acid catalysis offered by TiCl(3), SnCl(2) can efficiently mediate the aqueous Barbier reactions between aldehydes and allyl chloride or bromide.
Jianfei Huang et al.
ACS nano, 15(1), 1753-1763 (2021-01-14)
Continuously enhanced photoresponsivity and suppressed dark/noise current combinatorially lead to the recent development of high-detectivity organic photodetectors with broadband sensing competence. Despite the achievements, reliable photosensing enabled by organic photodetectors (OPDs) still faces challenges. Herein, we call for heed over
Ji A Hong et al.
ACS applied materials & interfaces, 12(2), 2417-2423 (2019-12-21)
Tin oxide (SnO2) is widely adopted as an electron transport layer in perovskite solar cells (PeSCs) because it has high electron mobility, excellent charge selective behavior owing to a large band gap of 3.76 eV, and low-temperature processibility. To achieve
Sharp, S.L. et al.
Chemistry of Materials, 10, 880-880 (1998)
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