Informativa e consenso per l'uso dei cookie

Accetto Il nostro sito salva piccoli pezzi di informazioni (cookie) sul dispositivo, al fine di fornire contenuti migliori e per scopi statistici. È possibile disattivare l'utilizzo di cookies modificando le impostazioni del tuo browser. Continuando la navigazione si acconsente all'utilizzo dei cookie.

24850-33-7 - Allyltri-n-butyltin, 97% - Allyltri-n-butylstannane - Tri-n-butyl-2-propenylstannane - L14087 - Alfa Aesar

L14087 Allyltri-n-butyltin, 97%

Codice CAS
24850-33-7
Sinonimi
Allyltri-n-butylstannane
Tri-n-butyl-2-propenylstannane

Dimensioni Prezzo ($) Quantità Disponibilità
5g 32,04
25g 108,00
Aggiungi al carrello Aggiungi al preventivo generale Visualizza articolo

Allyltri-n-butyltin, 97%

MDL
MFCD00010346
EINECS
246-494-3

Proprietà chimiche

Formula
C15H32Sn
Peso formula
331.12
Punto di ebollizione
100-102°/0.5mm
Punto di infiammabilità
103°(217°F)
Densità
1.079
Indice di rifrazione
1.4860
Sensibilità
Air Sensitive
Solubilità
Immiscible with water.

Applicazioni

Allyltri-n-butyltin acts as an allylation reagent for aldehydes catalyzed by chiral Lewis acids and ytterbium(III) trifluoromethanesulfonate. It is also used to prepare homoallylic alcohols with trichloro-1,3,5-triazene. Further, it plays an important role for tetrakis(triphenylphosphine)palladium(0) catalyzed coupling reaction with iodoquinones and allyl acetates.

Note

Air sensitive. Incompatible with strong oxidizing agents.

Letteratura

Widely used nucleophilic, non-basic allylating agent.

Couples with primary or secondary alkyl halides under free-radical conditions: J. Am. Chem. Soc., 104, 5829 (1982); Bull. Chem. Soc. Jpn., 56, 24801 (1983).

Lewis acid-catalyzed stereoselective addition to aldehydes gives homoallylic alcohols: Chem. Lett., 919 (1979); Tetrahedron Lett., 25, 265, 1879 (1984); Synlett, 1694 (2002). For chemoselective allylation of aldehydes in the presence of ketones, see: Tetrahedron Lett., 36, 3723 (1995). In the presence of TI(O-i-Pr)4 and BINOL, enantioselective allylation of ketones can be accomplished with high ee: Tetrahedron: Asym., 11, 4163 (2000).

Similarly, homoallylamines are formed from aldimines with TiCl4 or BF3 etherate: J. Org. Chem., 50, 146 (1985). For allylation of quinones, see p-Benzoquinone, A13162.

Lumbroso, A.; Catak, S.; Sulzer-Mossé, S.; Mesmaeker, A. D. Efficient access to functionalized cyclobutanone derivatives using cyclobuteniminium salts as highly reactive Michael acceptors. Tetrahedron Lett. 2015, 56 (19), 2397-2401.

Rajesh, A.; Sharma, G. V. M.; Damera, K. Toward the stereoselective synthesis of C1-C23 fragment of spirastrellolide B. Tetrahedron Lett. 2014, 55 (30), 4067-4070.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H301-H312-H315-H319-H372-H400-H410

Toxic if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. Causes damage to organs through prolonged or repeated exposure. Very toxic to aquatic life. Very toxic to aquatic life with long lasting effects.

Dichiarazioni precauzionali: P260-P273-P280-P301+P310-P305+P351+P338-P362-P312-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear 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. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
3588340
Classe di rischio
6.1
Gruppo di imballaggio
III
Codice tariffe armonizzato
2931.20
TSCA
No

Raccomandato

Visualizzati di recente

Prodotti chimici

Scienze della vita

Metalli e materiali

Catalizzatori

Apparecchiature di analisi e di laboratorio