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377945

1-(Triisopropylsilyl)pyrrole

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About This Item

Empirical Formula (Hill Notation):
C13H25NSi
CAS Number:
87630-35-1
Molecular Weight:
223.43
NACRES:
NA.22
PubChem Substance ID:
24863531
UNSPSC Code:
12352100
MDL number:
MFCD00054932
Assay:
95%
Form:
liquid
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Quality Segment

100

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

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

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