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Key Documents

14520

Sigma-Aldrich

Tin(IV) chloride

fuming, ≥99%

Synonym(s):

Stannic chloride

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About This Item

Linear Formula:
SnCl4
CAS Number:
Molecular Weight:
260.52
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Quality Level

Assay

≥99%

reaction suitability

reagent type: catalyst
core: tin

density

2.217 g/mL at 20 °C (lit.)

anion traces

sulfate (SO42-): ≤100 mg/kg

cation traces

As: ≤50 mg/kg
Fe: ≤10 mg/kg

SMILES string

Cl[Sn](Cl)(Cl)Cl

InChI

1S/4ClH.Sn/h4*1H;/q;;;;+4/p-4

InChI key

HPGGPRDJHPYFRM-UHFFFAOYSA-J

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Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Leo A Paquette et al.
The Journal of organic chemistry, 69(22), 7442-7447 (2004-10-23)
Tin tetrachloride-catalyzed glycosidation of persilylated nucleobases with acetate donor 6 in CH(2)Cl(2) solution followed by deprotection gave rise very predominantly to alpha-spironucleosides. These stereochemical assignments stem from the determination of NOE interactions and an X-ray crystallographic analysis of the latter
Jia Lu Xue et al.
Carbohydrate research, 344(13), 1646-1653 (2009-07-15)
Glycosidation of sugar peracetates (D-gluco, D-galacto) with SnCl(4) and CF(3)CO(2)Ag led to either 1,2-cis-, or 1,2-trans-glycosides, depending primarily on the alcohols used. In particular, 1,2-trans-glycosides, expected from acyl-protected glycosyl donors, were formed in high yields with alcohols sharing specific features
Evangelina Repetto et al.
Bioorganic & medicinal chemistry, 17(7), 2703-2711 (2009-03-14)
Thiodisaccharides having beta-D-Galf or alpha-L-Araf units as non-reducing end have been synthesized by the SnCl(4)- or MoO(2)Cl(2)-promoted thioglycosylation of per-O-benzoyl-D-galactofuranose (1), its 1-O-acetyl analogue 4, or per-O-acetyl-alpha-L-arabinofuranose (16) with 6-thioglucose or 6-thiogalactose derivatives. After convenient removal of the protecting groups
Vivek Rauniyar et al.
Journal of the American Chemical Society, 130(26), 8481-8490 (2008-06-11)
We report a novel class of C2-symmetric chiral diols derived from the hydrobenzoin skeleton. The combination of these diols with SnCl4 under Yamamoto's concept of Lewis acid assisted Brønsted acidity (LBA catalysis) leads to high levels of asymmetric induction in
Abdul Hameed et al.
The Journal of organic chemistry, 73(20), 8045-8048 (2008-09-13)
A second generation formal synthesis of the alkaloid (-)-cephalotaxine has been achieved using an alkylidene carbene 1,5-CH insertion reaction to establish a key quaternary stereocenter. The carbene precursor was readily derived from L-proline, and the 1,5-CH insertion reaction was performed

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