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818-08-6 - Di-n-butyltin oxide, 98% - Dibutyloxotin - L14491 - Alfa Aesar

L14491 Di-n-butyltin oxide, 98%

Codice CAS
818-08-6
Sinonimi
Dibutyloxotin

Dimensioni Prezzo ($) Quantità Disponibilità
100g 27,40
500g 85,50
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Di-n-butyltin oxide, 98%

MDL
MFCD00001992
EINECS
212-449-1

Proprietà chimiche

Formula
C8H18OSn
Peso formula
248.94
Punto di fusione
>300°
Densità
1.58

Letteratura

Reacts with 1,2-diols to form 5-membered cyclic dibutylstannoxane derivatives. For use in the glycoside field, see: Synthesis, 409 (1995). Formation of these derivatives is greatly accelerated by microwave irradiation: Synlett, 89 (1994). The stannylene derivatives are activated to electrophilic attack:

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With bromine, the ɑ-hydroxy ketone is formed: J. Chem. Soc., Perkin 1, 1568 (1979). With acyl or sulfonyl chlorides, overall regioselective monoacylation of the diol at the more substituted hydroxyl can be achieved: Tetrahedron Lett., 21, 221 (1980); J. Chem. Soc., Chem. Commun., 1457 (1985); J. Org. Chem., 55, 5132 (1990); 61, 5257 (1996). Selective monotosylation of 1,2-diols has also been achieved catalytically: Tetrahedron Lett., 41, 3773 (2000).

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Catalyst for lactonization and lactamization reactions: J. Am. Chem. Soc., 102, 7578 (1980), particularly useful in the formation of macrolides: J. Am. Chem. Soc., 105, 7130 (1983). For catalysis of N-acylation of hydroxy alcohols with microwave irradiation, see: J. Org. Chem., 61, 5264 (1996).

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Promotes the cycloaddition of Trimethyl­silyl­ azide, L00173 to nitriles to give 5-aryltetrazoles, some of which are important as angiotensin II inhibitors: J. Org. Chem., 58, 4139 (1993):

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Catalyst for the dehydration of amides to nitriles under neutral conditions: Synthesis, 1724 (1999); for use of microwave irradiation, see: J. Org. Chem., 64, 1713 (1999).

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For a brief feature on uses of the reagent in synthesis, see: Synlett, 1847 (2004).

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Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H300-H319

Fatal if swallowed. Causes serious eye irritation.

Dichiarazioni precauzionali: P280i-P301+P310a-P305+P351+P338-P321-P405-P501a

Wear eye/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. Specific treatment (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
4126243
Classe di rischio
6.1
Gruppo di imballaggio
II
Codice tariffe armonizzato
2931.90
TSCA
Yes
RTECS
WH7175000

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