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892-20-6 - Triphenyltin hydride, 97% - Triphenylstannane - L00163 - Alfa Aesar

L00163 Triphenyltin hydride, 97%

CAS Number
892-20-6
Synonyms
Triphenylstannane

Size Price ($) Quantity Availability
5g 59.12
25g 179.22
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Triphenyltin hydride, 97%

MDL
MFCD00003004
EINECS
212-967-8

Chemical Properties

Formula
C18H16Sn
Formula Weight
351.02
Melting point
26-28°
Boiling Point
162-168°/0.5mm
Flash Point
>110°(230°F)
Density
1.374
Refractive Index
1.6370
Sensitivity
Air & Moisture Sensitive
Solubility
Insoluble in water.

Applications

Triphenyltin hydride is used as a source of "H·" to generate radicals or cleave carbon-oxygen bonds. And it is also used in anti-fouling paints.

Notes

Air & Moisture Sensitive. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.

Literature References

Christopher J. Easton. Free-Radical Reactions in the Synthesis of α-Amino Acids and Derivatives. Chem. Rev. 1997, 97, (1), 53-82.

Andrew Evans, P.; Jamie D. Roseman. Stereoselective synthesis of cis-2,5-disubstituted tetrahydrofuran-3-ones via an acyl radical cyclization. Tetrahedron Letters. 1995, 36, (1), 31-34.

For general reactions of organotin hydrides, see Tri-n-butyl­tin hydride, A13298.

2-(Bromomethyl)penicillin V methyl ester undergoes ring-expansion via the methylene radical, to give the corresponding cepham: Tetrahedron, 44, 5953 (1988):

Hydrostannylation of terminal alkynes is conveniently carried out in the presence of triethylboron. Reaction is faster than with tributyl tin hydride and gives higher yields. Stereoselectivity varies from 69-100% (E): Tetrahedron, 45, 923 (1989):

Reagent for free-radical desulfurization of the thionocarbonates of 1,2-diols to the corresponding methylenedioxy compounds: J. Org. Chem., 62, 1690 (1997).

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H311-H331-H400-H410

Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled. Very toxic to aquatic life. Very toxic to aquatic life with long lasting effects.

Precautionary Statements: P273-P280h-P303+P361+P353-P305+P351+P338-P309-P310-P501a

Avoid release to the environment. Wear protective gloves/clothing. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3544353
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2931.90
TSCA
No
RTECS
WH8882000

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