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813-19-4 - Hexa-n-butylditin, 98% - Bis(tri-n-butyltin) - Hexa-n-butyldistannane - A12007 - Alfa Aesar

A12007 Hexa-n-butylditin, 98%

Codice CAS
813-19-4
Sinonimi
Bis(tri-n-butyltin)
Hexa-n-butyldistannane

Dimensioni Prezzo ($) Quantità Disponibilità
10g 35,80
50g 130,00
250g 494,00
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Hexa-n-butylditin, 98%

MDL
MFCD00009417
EINECS
212-383-3

Proprietà chimiche

Formula
C24H54Sn2
Peso formula
580.07
Punto di ebollizione
197-198°/10mm
Punto di infiammabilità
124°(255°F)
Densità
1.152
Indice di rifrazione
1.5120
Sensibilità
Air & Moisture Sensitive
Solubilità
Immiscible with water.

Applicazioni

Hexa-n-butylditin is used in palladium-catalyzed tin-carbon bond formation. It finds useful application in deoxygenation and desulfurization reactions. It acts as a source of tributylstannyl radicals in synthetic chemistry. It is also used in the radioiodination of styrlpyridines. Further, it is used as a reagent to stannylate aryl halides for further Stille coupling.

Note

Incompatible with strong oxidizing agents.

Letteratura

Source of on thermolysis or photolysis of tributylstannyl radicals, avoiding the problems sometimes attributable to the hydrogen donor capability of Tri-n-butyl­tin hydride, A13298 .ɑ-Iodo ketones or esters with a suitably-placed double bond undergo radical cyclizations on UV irradiation in the presence of a catalytic amount of the distannane: Tetrahedron Lett., 28, 2477 (1987); J. Org. Chem., 54, 1826, 3140 (1989). Compare analogous reductive cyclizations using the tin hydride. Improved conditions have been developed for generation of the tributylstannyl radical by mild UV irradiation in the presence of a triplet sensitizer (e.g. 4'-Methoxyacetophenone, A11162 ), allowing selective C-C bond forming reactions to be performed under free-radical conditions: Synlett, 287 (1993).

Brings about the deoxygenation of amine oxides: Synthesis, 55 (1987), and the photo-desulfurization of 1,3-dithiole-2-thiones to tetrathiafulvalenes: J. Am. Chem. Soc., 98, 7440 (1976).

Corcoran, E. B.; Williams, A. B.; Hanson, R. N. A Synthetic Method for Palladium-Catalyzed Stannylation at the 5-and 6-Benzo Positions of Indoles. Org. Lett. 2012, 14 (17), 4630-4633.

Chun, J. H.; Pike, V. W. Regiospecific syntheses of functionalized diaryliodonium tosylates via [hydroxy (tosyloxy) iodo] arenes generated in situ from (diacetoxyiodo) arenes. J. Org. Chem. 2012, 77 (4), 1931-1938.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H301-H312-H315-H319-H372

Toxic if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. Causes damage to organs through prolonged or repeated exposure.

Dichiarazioni precauzionali: P260-P280-P301+P310a-P305+P351+P338-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
3605476
Classe di rischio
6.1
Gruppo di imballaggio
III
Codice tariffe armonizzato
2931.90
TSCA
No

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