377945

1-(Triisopropylsilyl)pyrrole

95%

• Empirical Formula (Hill Notation): C₁₃H₂₅NSi
• CAS Number: 87630-35-1
• Molecular Weight: 223.43
• MDL number: MFCD00054932
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863531
• NACRES: NA.22

Properties

• Assay: 95%
• form: liquid
• refractive index: n20/D 1.492 (lit.)
• bp: 78 °C/0.4 mmHg (lit.)
• density: 0.904 g/mL at 25 °C (lit.)
• SMILES string: CC(C)[Si](C(C)C)(C(C)C)n1cccc1
• InChI: 1S/C13H25NSi/c1-11(2)15(12(3)4,13(5)6)14-9-7-8-10-14/h7-13H,1-6H3
• InChI key: FBQURXLBJJNDBX-UHFFFAOYSA-N

Description

General description

1-(Triisopropylsilyl)pyrrole (TISP), a heterocyclic building block, is a pyrrole derivative. TISP has been reported to generate pyrrolic cation radicals during cyclovoltammetric studies, via electroreduction. It participates in various electrophilic substitution reactions specifically at β-position, via reaction with various electrophilic reagents (Br⁺, I⁺,NO₂⁺,etc).

Application

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
• 3-nitropyrrole, required for the synthesis of 1 -(2′-deoxy-β-D-ribofuranosyl)-3-nitropyrrole

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 + H332,H319
• Precautionary Statements: P261 - P264 - P271 - P301 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 224.6 °F - closed cup
• Flash Point(C): 107 °C - closed cup