Skip to Content
Merck
All Photos(3)

Key Documents

746061

Sigma-Aldrich

Difluoromethyl 2-pyridyl sulfone

97% (HPLC)

Synonym(s):

2-[(Difluoromethyl)sulfonyl]pyridine, Hu Reagent, 2-(Difluoromethylsulfonyl)pyridine, 2-PySO2CF2H

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H5F2NO2S
CAS Number:
Molecular Weight:
193.17
Beilstein:
20317604
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97% (HPLC)

form

solid

mp

44-49 °C

SMILES string

O=S(C1=CC=CC=N1)(C(F)F)=O

InChI

1S/C6H5F2NO2S/c7-6(8)12(10,11)5-3-1-2-4-9-5/h1-4,6H

InChI key

YRQNSTAWTLXCEZ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) is a reagent used in the gem-difluoroolefination of aldehydes and ketones. It is also used as a reagent in the nucleophilic difluoro(sulfonato)methylation of alcohols, N-sulfinyl imines, and halides.

Application

Reagent is used in the olefination of ketones and aldehydes to form gem-difluoro olefins under basic conditions. Product is also used as a crucial intermediate toward making 1,1-difluorinated alkyl chains for the alkylation of heterocycles.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Difluoromethyl 2-pyridyl sulfone: a versatile carbonyl gem-difluoroolefination reagent
Gao B, et al.
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 2(2), 163-168 (2015)
Yanchuan Zhao et al.
Organic letters, 12(7), 1444-1447 (2010-03-10)
Difluoromethyl 2-pyridyl sulfone, a previously unknown compound, was found to act as a novel and efficient gem-difluoroolefination reagent for both aldehydes and ketones. It was found that the fluorinated sulfinate intermediate in the reaction is relatively stable, which can be
Difluoromethyl 2?Pyridyl Sulfone
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2016)
Difluoromethyl 2?Pyridyl Sulfone
e-EROS Encyclopedia of Reagents for Organic Synthesis (2016)
From difluoromethyl 2-pyridyl sulfone to difluorinated sulfonates: a protocol for nucleophilic difluoro(sulfonato)methylation.
G K Surya Prakash et al.
Angewandte Chemie (International ed. in English), 50(11), 2559-2563 (2011-03-04)

Related Content

The major research interests of Prof. Jinbo Hu's lab include the development of new fluorination reagents and reactions, especially the difluoromethylation, difluoromethylenation, and monofluoromethylation methods.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service