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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

Certificates of Analysis (COA)

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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.

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Sharpless Group – Professor Product Portal

The Sharpless Lab pursues useful new reactivity and general methods for selectively controlling chemical reactions.

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