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About This Item
Empirical Formula (Hill Notation):
C6H5F2NO2S
CAS Number:
Molecular Weight:
193.17
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
20317604
Product Name
Difluoromethyl 2-pyridyl sulfone, 97% (HPLC)
InChI
1S/C6H5F2NO2S/c7-6(8)12(10,11)5-3-1-2-4-9-5/h1-4,6H
SMILES string
O=S(C1=CC=CC=N1)(C(F)F)=O
InChI key
YRQNSTAWTLXCEZ-UHFFFAOYSA-N
assay
97% (HPLC)
form
solid
mp
44-49 °C
functional group
fluoro
sulfone
Quality Level
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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.
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2
Storage Class
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
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Difluoromethyl 2?Pyridyl Sulfone
e-EROS Encyclopedia of Reagents for Organic Synthesis (2016)
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)
Difluoromethyl 2?Pyridyl Sulfone
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2016)
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
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)
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