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431508

Sigma-Aldrich

Tin(II) chloride dihydrate

≥99.99% trace metals basis

Synonym(s):

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:
24867021
NACRES:
NA.22

grade

ACS reagent

Assay

≥99.99% trace metals basis

reaction suitability

core: tin
reagent type: catalyst

bp

652 °C (lit.)
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.

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

Certificates of Analysis (COA)

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David J Hallett et al.
Organic & biomolecular chemistry, 10(30), 6130-6158 (2012-04-20)
Reactions of the allyltin trichloride 45 generated from (4S)-4-benzyloxypent-2-enyl(tributyl)stannane 1 with imines prepared from glyoxylates proceed with useful levels of 1,5-stereocontrol in favour of (4E)-2,6-anti-2-(alkylamino)-6-benzyloxyhept-4-enoates 49. This stereoselectivity, controlled by the chirality of the stannane, dominates over any intrinsic stereochemical
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
Aili Sun et al.
Talanta, 88, 259-264 (2012-01-24)
The Zn-Sn nanoparticles/multiwall carbon nanotubes (Zn-SnNPs/MWNTs) nanocomposite film was prepared by electrodeposition of ZnCl(2) and SnCl(2) on MWNTs simultaneously in Ethaline ionic liquids. Then, based on immobilizing hemoglobin (Hb) within a novel Zn-SnNPs/MWNTs nanocomposite film (Hb/Zn-SnNPs/MWNTs), a novel hydrogen peroxide
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.
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