[L14491] CAS 818-08-6 | Di-n-butyltin oxide, 98%

CAS : 818-08-6
UN# : UN3146
MDL : MFCD00001992
Hazard Class : 6.1
EINECS : 212-449-1
Packing Group : II

Other name :

Dibutyloxotin

Chemical Properties

Formula : C8H18OSn
Formula weight : 248.94
Melting Point : >300°
Density : 1.58
Sensitivity : Ambient temperatures.
Form : Powder

Literature References

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

Notes

Other References:Beilstein: 4126243UN#: UN3146

Grade Specifications

Grade Specifications

Hazard Statements : H301-H319-H411-H401Toxic if swallowed.Causes serious eye irritation.Toxic to aquatic life with long lasting effects.Toxic to aquatic life.
Precautionary Statements : P280-P301+P310-P305+P351+P338-P321-P405-P501aWear protective gloves/protective clothing/eye protection/face protection.IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.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.