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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)

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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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
Matthew Currie et al.
Inorganic chemistry, 52(4), 1710-1721 (2012-06-09)
The anionic speciation of chlorostannate(II) ionic liquids, prepared by mixing 1-alkyl-3-methylimidazolium chloride and tin(II) chloride in various molar ratios, χ(SnCl2), was investigated in both solid and liquid states. The room temperature ionic liquids were investigated by (119)Sn NMR spectroscopy, X-ray
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
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