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Merck
CN

377945

1-(三异丙基硅基)吡咯

95%

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经验公式(希尔记法):
C13H25NSi
化学文摘社编号:
分子量:
223.43
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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产品名称

1-(三异丙基硅基)吡咯, 95%

InChI

1S/C13H25NSi/c1-11(2)15(12(3)4,13(5)6)14-9-7-8-10-14/h7-13H,1-6H3

SMILES string

CC(C)[Si](C(C)C)(C(C)C)n1cccc1

InChI key

FBQURXLBJJNDBX-UHFFFAOYSA-N

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.)

Quality Level

Application

用于全氟烷基化和 Vilsmeier 甲酰化反应。

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).

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

法规信息

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分析证书(COA)

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Synthesis, Structure, and Deoxyribonucleic Acid Sequencing with a Universal Nucleoside: 1-(2'-Deoxy-. beta.-D-ribofuranosyl)-3-nitropyrrole.
Bergstrom DE, et al.
Journal of the American Chemical Society, 117(4), Synthesis-Synthesis (1999)
Reaction of pyrroles with ethyl 2-nitroso-and 2-azo-propenoates, and with ethyl cyanoformate N-oxide: a comparison of the reaction pathways.
Gilchrist TL and Lemos A.
Journal of the Chemical Society. Perkin Transactions 1, 13, 1391-1395 (1993)
N-(triisopropylsilyl) pyrrole. A progenitor" par excellence" of 3-substituted pyrroles.
Bray BL, et al.
The Journal of Organic Chemistry, 55(26), 6317-6328 (1990)
Daniel A Harki et al.
Biochemistry, 41(29), 9026-9033 (2002-07-18)
Synthetic small molecules that promote viral mutagenesis represent a promising new class of antiviral therapeutics. Ribavirin is a broad-spectrum antiviral nucleoside whose antiviral mechanism against RNA viruses likely reflects the ability of this compound to introduce mutations into the viral
Observation of the cation radicals of pyrrole and of some substituted pyrroles in fast-scan cyclic voltammetry. Standard potentials and lifetimes.
Andrieux CP, et al.
Journal of the American Chemical Society, 112(6), 2439-2440 (1990)

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