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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:
12161600
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.

Signal Word

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 Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV4608
MKCP4711
MKCP2717
MKCJ8644
MKCJ3345

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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
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
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.
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
Sharp, S.L. et al.
Chemistry of Materials, 10, 880-880 (1998)
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