1-(TRIISOPROPYLSILYL)PYRROLE

1-(TRIISOPROPYLSILYL)PYRROLE Basic information
Product Name:1-(TRIISOPROPYLSILYL)PYRROLE
Synonyms:1-TRIISOPROPYLSILANYL-1H-PYRROLE;1-(TRIISOPROPYLSILYL)PYRROLE;N-TRIISOPROPYLSILYL PYRROLE;tri(propan-2-yl)-(1-pyrrolyl)silane;1-[tris(propan-2-yl)silyl]-1H-pyrrole;1-(Triisopropylsilyl)pyrrole 95%;1H-Pyrrole, 1-[tris(1-Methylethyl)silyl]-;1-(Triisopropylsilyl)-1H-pyrrole
CAS:87630-35-1
MF:C13H25NSi
MW:223.43
EINECS:
Product Categories:Pyrrole&Pyrrolidine&Pyrroline;Functional Materials;Pyrroles (for Conduting Polymer Research);Reagents for Conducting Polymer Research;Si (Classes of Silicon Compounds);Si-N Compounds;Trimethylsilylazide, etc.;Building Blocks;Heterocyclic Building Blocks;Pyrroles
Mol File:87630-35-1.mol
1-(TRIISOPROPYLSILYL)PYRROLE Structure
1-(TRIISOPROPYLSILYL)PYRROLE Chemical Properties
Boiling point 78 °C0.4 mm Hg(lit.)
density 0.904 g/mL at 25 °C(lit.)
refractive index n20/D 1.492(lit.)
Fp 224 °F
storage temp. Inert atmosphere,2-8°C
pka-2.55±0.70(Predicted)
form clear liquid
color Colorless to Almost colorless
Specific Gravity0.904
Water Solubility Not miscible in water.
Sensitive Moisture Sensitive
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 3540663
CAS DataBase Reference87630-35-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 20-22-36
Safety Statements 24/25-26
WGK Germany 3
HS Code 2933998090
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
1-(TRIISOPROPYLSILYL)PYRROLE Usage And Synthesis
Uses1-(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).
Uses1-(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
General Description1-(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).
1-(TRIISOPROPYLSILYL)PYRROLE Preparation Products And Raw materials
Preparation ProductsNSC 87241-->1-(Triisopropylsilyl)pyrrole-3-boronic acid-->1-(Triisopropylsilyl)pyrrole-3-carbaldehyde-->3-Chloro-1-[tris(1-methylethyl)silyl]-1H-pyrrole
CHEMBRDG-BB 4011733 3-ACETYL-N-TRIISOPROPYLSILYL INDOLE 5-FLUORO-3-IODO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE 1-(TRIISOPROPYLSILYL)PYRROLE 5-FLUORO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE 1-(TRIISOPROPYLSILYL)INDOLE 5-IODO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1-(TRIISOPROPYLSILYL)-1H-INDOLE 1-(TRIISOPROPYLSILYL)INDOLE-3-BORONIC ACID 3-IODO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE 4-BROMO-1-(TRIISOPROPYLSILYL)-1H-INDOLE 3-BROMO-1-(TRIISOPROPYLSILYL)PYRROLE,3-BROMO-1-(TRIISOPROPYLSILYL)PYRROLE 95+% 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1-(TRIISOPROPYLSILYL)-1H-INDOLE 7-METHYL-1-(TRIISOPROPYLSILYL)INDOLE-3-BORONIC ACID 3-Pinacolateboryl-1H-pyrrole 5-BROMO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE 1-(TRIISOPROPYLSILYL)PYRROLE-3-BORONIC ACID 5-BROMO-1-(TRIISOPROPYLSILYL)-1H-INDOLE

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