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ALD00578

Sigma-Aldrich

2-Bromopyridin-3-yl sulfurofluoridate

95%

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About This Item

Empirical Formula (Hill Notation):
C5H3BrFNO3S
Molecular Weight:
256.05
UNSPSC Code:
12352200
PubChem Substance ID:
329772722
NACRES:
NA.22

Quality Level

100

Assay

95%

form

liquid

refractive index

n20/D 1.5160

transition temp

flash point >230 °F

density

1.8283 g/mL

storage temp.

2-8°C

Related Categories

Application

2-Bromopyridin-3-yl sulfurofluoridate can be used in the Pd-catalyzed Suzuki-Miyuara cross-coupling reaction. The fluorosulfate functionality was shown by Sharpless and coworkers to have distinct reactivity in comparison to other functional groups used in Suzuki-Miyuara reactions, such as bromides, chlorides and triflates. This inherent property provides a strong potential for selective Suzuki-Miyuara couplings for chemoselective reaction sequences.

Other Notes

Chemoselective Synthesis of Polysubstituted Pyridines from Heteroaryl Fluorosulfates
Palladium-Catalyzed, Ligand-Free Suzuki Reaction in Water Using Aryl Fluorosulfates

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

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Articles

Recent Advances in the Catalytic Transformations

This article details the latest progress in synthesizing alkylsulfonyl fluorides through different approaches that utilize photoredox catalysis, electrocatalysis, transition-metal catalysis, and organocatalysis. The alkylsulfonyl fluorides thus prepared could be utilized further in sulfur(VI) fluoride exchange (SuFEx) click reactions.

Recent Advances in the Catalytic Transformations

This article details the latest progress in synthesizing alkylsulfonyl fluorides through different approaches that utilize photoredox catalysis, electrocatalysis, transition-metal catalysis, and organocatalysis. The alkylsulfonyl fluorides thus prepared could be utilized further in sulfur(VI) fluoride exchange (SuFEx) click reactions.

Recent Advances in the Catalytic Transformations

This article details the latest progress in synthesizing alkylsulfonyl fluorides through different approaches that utilize photoredox catalysis, electrocatalysis, transition-metal catalysis, and organocatalysis. The alkylsulfonyl fluorides thus prepared could be utilized further in sulfur(VI) fluoride exchange (SuFEx) click reactions.

Recent Advances in the Catalytic Transformations

This article details the latest progress in synthesizing alkylsulfonyl fluorides through different approaches that utilize photoredox catalysis, electrocatalysis, transition-metal catalysis, and organocatalysis. The alkylsulfonyl fluorides thus prepared could be utilized further in sulfur(VI) fluoride exchange (SuFEx) click reactions.

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Sharpless Group – Professor Product Portal

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