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.)

Flash point:

224 °F

storage temp. 

Inert atmosphere,2-8°C

pka

-2.55±0.70(Predicted)

form 

clear liquid

color 

Colorless to Almost colorless

Specific Gravity

0.904

Water Solubility 

Not miscible in water.

Sensitive 

Moisture Sensitive

Hydrolytic Sensitivity

7: reacts slowly with moisture/water

BRN 

3540663

CAS DataBase Reference

87630-35-1(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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-(TRIISOPROPYLSILYL)PYRROLE Usage And Synthesis

Uses

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).

Uses

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

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).

1-(TRIISOPROPYLSILYL)PYRROLE(87630-35-1)Related Product Information

• 4-BROMO-1-(TRIISOPROPYLSILYL)-1H-INDOLE
• 5-BROMO-1-(TRIISOPROPYLSILYL)-1H-INDOLE
• 3-Pinacolateboryl-1H-pyrrole
• 1-(TRIISOPROPYLSILYL)PYRROLE-3-BORONIC ACID
• 1-(TRIISOPROPYLSILYL)PYRROLE
• Triisopropylsilane
• Triisopropylsilane
• 3-BROMO-1-(TRIISOPROPYLSILYL)INDOLE
• 3-IODO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE
• 5-BROMO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE
• 5-FLUORO-3-IODO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE
• 1-(TRIISOPROPYLSILYL)INDOLE
• 3-BROMO-1-(TRIISOPROPYLSILYL)PYRROLE,3-BROMO-1-(TRIISOPROPYLSILYL)PYRROLE 95+%
• 5-IODO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE
• CHEMBRDG-BB 4011733
• 5-FLUORO-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE
• 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1-(TRIISOPROPYLSILYL)-1H-INDOLE
• 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1-(TRIISOPROPYLSILYL)-1H-INDOLE