Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

87630-35-1 - 1-(Triisopropylsilyl)pyrrole, 95% - TIPS-pyrrole - L13152 - Alfa Aesar

L13152 1-(Triisopropylsilyl)pyrrole, 95%

CAS-Nummer
87630-35-1
Synonyme
TIPS-pyrrole

Größe Preis ($) Menge Verfügbarkeit
1g 29,88
5g 94,55
25g 289,20
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

1-(Triisopropylsilyl)pyrrole, 95%

MDL
MFCD00054932

Chemische Eigenschaften

Formel
C13H25NSi
Molmasse
223.44
Siedepunkt
78°/0.4mm
Flammpunkt
106°(222°F)
Dichte
0.904
Brechungsindex
1.4920
Sensitivität
Moisture Sensitive
Löslichkeit
Not miscible in water.

Anwendungen

1-(Triisopropylsilyl)pyrrole may be employed as reagent in perfluoroalkylation and Vilsmeier formylation reactions. It may be used in the preparation of ethyl 2-(2,4-dinitrophenylhydrazono]-3-[ 1-(triisopropylsily1)-pyrrol-2-yflpropanoate; heterocyclic base, 3-nitropyrrole and 3-nitropyrrole, required for the synthesis of 1 -(2?-deoxy-β-D-ribofuranosyl)-3-nitropyrrole. It participates in various electrophilic substitution reactions specifically at β-position, via reaction with various electrophilic reagents (Br+, I+,NO2+,etc).

Bemerkungen

Moisture sensitive. Incompatible with oxidizing agents.

Literaturverweise

Cristiano Zonta; Fabrizio Fabris; Ottorino De Lucchi. The pyrrole approach toward the synthesis of fully functionalized cup-shaped molecules. Org. Lett. 2005, 7,(6), 1003-1006.

 

Izzat T.Raheem; Parvinder S.Thiara; Eric N.Jacobsen . Regio- and enantioselective catalytic cyclization of pyrroles onto N-acyliminium ions. Org. Lett. 2008, 10,(8), 1577-1580.

Valuable intermediate in which the bulky TIPS group promotes regioselective 3-substitution. Bromination, nitration and base-catalyzed acylation all occur regioselectively at the 3-position: Tetrahedron Lett., 24, 3455 (1983). Metallating agents also attack at the 3-position: J. Org. Chem ., 55, 6317 (1990); 57, 1653 (1992). The silyl group is easily removed with F -, e.g. TBAF. For a review of synthesis of 3-substituted pyrroles, see: Synthesis, 353 (1985). Compare 1-(Phenyl­sulfonyl)­pyrrole, A11599.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H302

Harmful if swallowed.

Sicherheitshinweise: P280f

Wear protective clothing.

Weitere Referenzen

Beilstein
3540663
Harmonized Tariff Code
2933.99
TSCA
No

Empfohlen

  • B21940

    3-Methoxythiophene, 99%
  • H36869

    N,N,N',N'-Tetrakis(trimethylsilyl)-1,6-hexanediamine, 97%

Kürzlich angesehen

Chemikalien

Life science

Metalle und Stoffe

Katalysatoren

Forschungs- und Laborbedarf