3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole

Product Name: 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole
CAS No.: 365564-11-0
Chemical Name: 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole
Synonyms: 1-(Triisopropylsilyl)-1H-...;N-TIPS pyrrole-3-boronic acid pinacol ester;1-(Triisopropylsilyl)pyrrole-3-boronic Acid Pinacol Ester;1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid pinacol ester;1-(triisopropylsilyl)-1H-pyrrol-3-ylboronic acid pinacol ester;3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tripropan...;1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid pinacol ester - [T7679];3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole;3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole;tri(propan-2-yl)-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrol-1-yl]silane
CBNumber: CB42520180
Molecular Formula: C19H36BNO2Si
Formula Weight: 349.39
MOL File: 365564-11-0.mol

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3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole Property

Melting point:: 59 °C
Boiling point:: 383.6±15.0 °C(Predicted)
Density: 0.94±0.1 g/cm3(Predicted)
storage temp.: Storage temp. 2-8°C
pka: -2.53±0.70(Predicted)
form: Powder or Solid
color: White to yellow
InChI: InChI=1S/C19H36BNO2Si/c1-14(2)24(15(3)4,16(5)6)21-12-11-17(13-21)20-22-18(7,8)19(9,10)23-20/h11-16H,1-10H3
InChIKey: GWFIZBYDIHGZRJ-UHFFFAOYSA-N
SMILES: N1([Si](C(C)C)(C(C)C)C(C)C)C=CC(B2OC(C)(C)C(C)(C)O2)=C1

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

TRC

Product number: T302793
Product name: 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole
Packaging: 50mg
Price: $45
Updated: 2021/12/16

TRC

Product number: T302793
Product name: 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole
Packaging: 500mg
Price: $90
Updated: 2021/12/16

SynQuest Laboratories

Product number: 8H87-1-06
Product name: 1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid, pinacol ester
Packaging: 250mg
Price: $44
Updated: 2021/12/16

ChemScene

Product number: CS-0051659
Product name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-methylethyl)silyl]-1H-pyrrole
Packaging: 1g
Price: $75
Updated: 2021/12/16

SynQuest Laboratories

Product number: 8H87-1-06
Product name: 1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid, pinacol ester
Packaging: 1g
Price: $88
Updated: 2021/12/16

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3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole Chemical Properties,Usage,Production

Synthesis

87630-36-2

25015-63-8

365564-11-0

To a stirred solution of 3-bromo-1-(triisopropylmethylsilyl)pyrrole (6.50 g, 21.50 mmol) and pinacolborane (4.13 g, 32.25 mmol) in toluene (120 mL) was sequentially added PdCl2(ACN)2 (0.45 g, 1.72 mmol), dicyclohexyl (2',6'-dimethoxybiphenyl-2-yl)phosphine (2.65 g, 6.45 mmol) and triethylamine (6.53 g, 64.50 mmol). The reaction mixture was degassed twice with nitrogen and subsequently heated to 90 °C and kept for 16 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming complete consumption of the raw materials the reaction was stopped and cooled to room temperature. The reaction mixture was diluted with ethyl acetate (200 mL), filtered through a pad of diatomaceous earth and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (eluent ratio: ethyl acetate/hexane from 1/200 to 1/50) to afford the target product 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-methylethyl)methanesilyl]-1H-pyrrole (3.50 g, 46% yield) as a white solid.

References

[1] Angewandte Chemie - International Edition, 2006, vol. 45, # 21, p. 3484 - 3488
[2] Journal of the American Chemical Society, 2007, vol. 129, # 11, p. 3358 - 3366
[3] Angewandte Chemie - International Edition, 2006, vol. 45, # 21, p. 3484 - 3488
[4] Journal of Organic Chemistry, 2008, vol. 73, # 14, p. 5589 - 5591
[5] Organic Letters, 2010, vol. 12, # 19, p. 4224 - 4227

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole Preparation Products And Raw materials

Raw materials

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3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole Suppliers

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View Lastest Price from 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole 365564-11-0
Price: US $3.00-9.00/KG
Min. Order: 0.1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2025-07-05

365564-11-0, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrroleRelated Search:

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1-(Triisopropylsilyl)-1H-...

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1H-Pyrrole, 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-Methylethyl)silyl]-

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N-TIPS pyrrole-3-boronic acid pinacol ester

1-(triisopropylsilyl)-1H-pyrrol-3-ylboronic acid pinacol ester

3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole

1-(Triisopropylsilyl)pyrrole-3-boronic Acid Pinacol Ester

tri(propan-2-yl)-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrol-1-yl]silane

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tripropan...

1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid pinacol ester - [T7679]

365564-11-0