ChemicalBook > CAS DataBase List > 1-(TRIISOPROPYLSILYL)PYRROLE

1-(TRIISOPROPYLSILYL)PYRROLE

Product Name: 1-(TRIISOPROPYLSILYL)PYRROLE
CAS No.: 87630-35-1
Chemical Name: 1-(TRIISOPROPYLSILYL)PYRROLE
Synonyms: DK940;DKSI181;TIPS-pyrrole;N-TRIISOPROPYLSILYL PYRROLE;1-(TRIISOPROPYLSILYL)PYRROLE;1-TRIISOPROPYLSILANYL-1H-PYRROLE;1-(Triisopropylsilyl)pyrrole 95%;1-(Triisopropylsilyl)-1H-pyrrole;Tri-iso-propyl(pyrrol-1-yl)silane;tri(propan-2-yl)-pyrrol-1-ylsilane
CBNumber: CB1250712
Molecular Formula: C13H25NSi
Formula Weight: 223.43
MOL File: 87630-35-1.mol

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1-(TRIISOPROPYLSILYL)PYRROLE Property

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)

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Safety

Hazard Codes: Xn
Risk Statements: 20-22-36
Safety Statements: 24/25-26
WGK Germany: 3
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 377945
Product name: 1-(Triisopropylsilyl)pyrrole
Purity: 95%
Packaging: 5ml
Price: $98.03
Updated: 2025/07/31

Sigma-Aldrich

Product number: 377945
Product name: 1-(Triisopropylsilyl)pyrrole
Purity: 95%
Packaging: 25ml
Price: $164.18
Updated: 2025/07/31

TCI Chemical

Product number: T1677
Product name: 1-(Triisopropylsilyl)pyrrole
Purity: >96.0%(GC)
Packaging: 5mL
Price: $105
Updated: 2025/07/31

TCI Chemical

Product number: T1677
Product name: 1-(Triisopropylsilyl)pyrrole
Purity: >96.0%(GC)
Packaging: 25mL
Price: $338
Updated: 2025/07/31

TRC

Product number: T895720
Product name: 1-(Triisopropylsilyl)pyrrole
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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1-(TRIISOPROPYLSILYL)PYRROLE Chemical Properties,Usage,Production

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).

Synthesis

109-97-7

13154-24-0

87630-35-1

At -78 °C, n-butyllithium (n-BuLi, 1.57 M in n-hexane, 17.3 mL, 27.1 mmol) was slowly added dropwise to a solution of tetrahydrofuran (THF, 36 mL) of pyrrole (1.52 g, 22.6 mmol), and the reaction mixture was kept stirring at -78 °C for 30 min. Subsequently, triisopropylchlorosilane (TIPSCl, 5.3 mL, 24.9 mmol) was added to the reaction mixture and stirring was continued at -78 °C for 5 hours. Upon completion of the reaction, the reaction was quenched by addition of saturated aqueous ammonium chloride (NH4Cl) to the mixture at 0 °C and the mixture was extracted with ethyl acetate (AcOEt). The organic phases were combined and concentrated under reduced pressure to remove the solvent to give the crude product. The crude product was purified by silica gel (SiO2) column chromatography (eluent: n-hexane/ethyl acetate=10:1) to afford 1-(triisopropylmethylsilyl)pyrrole (4.94 g, 98% yield) as a colorless oil.

References

[1] Journal of Natural Products, 2004, vol. 67, # 11, p. 1929 - 1931
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 13, p. 4358 - 4361
[3] Chemistry - A European Journal, 2016, vol. 22, # 16, p. 5504 - 5508
[4] Chemistry - An Asian Journal, 2016, vol. 11, # 7, p. 986 - 990
[5] Tetrahedron, 2008, vol. 64, # 49, p. 11180 - 11184

1-(TRIISOPROPYLSILYL)PYRROLE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-(TRIISOPROPYLSILYL)PYRROLE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: 1-(TRIISOPROPYLSILYL)PYRROLE 87630-35-1
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

87630-35-1, 1-(TRIISOPROPYLSILYL)PYRROLERelated Search:

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 Sodium 5-[(4-Amino-1-naphthyl)azo]-2-[4-[(2-hydroxy-1-naphthyl)azo]-2-sulfonatostyryl]benzenesulfonate 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

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

TIPS-pyrrole

Tri-iso-propyl(pyrrol-1-yl)silane

1-[Tris(1-Methylethyl)silyl]-1H-pyrrole

tri(propan-2-yl)-pyrrol-1-ylsilane

DK940

DKSI181

87630-35-1

87630-35-0

C13H24NSi

Trimethylsilylazide, etc.

Si (Classes of Silicon Compounds)

Reagents for Conducting Polymer Research

Pyrroles (for Conduting Polymer Research)

Heterocyclic Building Blocks

Pyrroles

Si-N Compounds

Building Blocks

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