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Difluoromethyl 2-pyridyl sulfone

Product Name
Difluoromethyl 2-pyridyl sulfone
CAS No.
1219454-89-3
Chemical Name
Difluoromethyl 2-pyridyl sulfone
Synonyms
2-PySO2CF2H;2-[(DifL;Hu Reagent;DFM-2-pyridyl sulfone;2-Pyridyl difluoromethyl sulfone;DifluoroMethyl 2-Pyridyl Sulfone;2-(Difluoromethanesulfonyl)pyridine;2-[(DifluoroMethyl)sulfonyl]pyridine;Pyridine, 2-[(difluoroMethyl)sulfonyl]-;Difluoromethyl 2-pyridyl sulfone 97% (HPLC)
CBNumber
CB72614473
Molecular Formula
C6H5F2NO2S
Formula Weight
193.17
MOL File
1219454-89-3.mol
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Difluoromethyl 2-pyridyl sulfone Property

Melting point:
47.0 to 51.0 °C
Boiling point:
324.4±42.0 °C(Predicted)
Density 
1.423±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer, Under inert atmosphere
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
-2.60±0.19(Predicted)
color 
Off-White
BRN 
20317604
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Safety

Hazard Codes 
T
Risk Statements 
25-36
Safety Statements 
26-45-24/25
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H319Causes serious eye irritation

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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

Sigma-Aldrich
Product number
746061
Product name
Difluoromethyl 2-pyridyl sulfone
Purity
97% (HPLC)
Packaging
1g
Price
$137
Updated
2024/03/01
Sigma-Aldrich
Product number
746061
Product name
Difluoromethyl 2-pyridyl sulfone
Purity
97% (HPLC)
Packaging
5g
Price
$643
Updated
2024/03/01
TCI Chemical
Product number
D5390
Product name
Difluoromethyl 2-Pyridyl Sulfone
Purity
>98.0%(GC)
Packaging
1g
Price
$117
Updated
2024/03/01
TRC
Product number
D446180
Product name
2-[(Difluoromethyl)sulfonyl]pyridine
Packaging
1g
Price
$110
Updated
2021/12/16
TRC
Product number
D446180
Product name
2-[(Difluoromethyl)sulfonyl]pyridine
Packaging
5g
Price
$255
Updated
2021/12/16
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Difluoromethyl 2-pyridyl sulfone Chemical Properties,Usage,Production

Description

Difluoromethyl 2-pyridyl sulfone, also known as Hu reagent, is a novel and efficient gem-difluoroolefination reagent for preparing gem-difluoroalkenes from both aldehydes and ketones. The fluorinated sulfinate intermediates during the gem-difluoroolefination is relatively stable, and can be halogenated in situ to afford bromo- and iododifluoromethyl compounds. It can also act as nucleophilic difluoro(sulfonato)methylation reagent for the synthesis of α,α-difluorosulfonates from aldehydes, and alkyl halides and triflates.

Chemical Properties

Melting point 48-50°C, boiling point 324.4+42°C, relative density 1.423+0.06 g/cm3 , slightly soluble in water, casily soluble in acctonitrile and methanol.

Uses

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.

Uses

2-[(Difluoromethyl)sulfonyl]pyridine is a new novel gem-difluoroolefination reagent for both aldehydes and ketones.

Application

  • Difluoromethyl 2-pyridyl sulfone can be used for the introduction of difluoromethylene, as a difluoroalkylation reagent to reacwith aldehydes and ketones to prepare difluoroalkenesIt can be used for the introduction of difluoromethyl, reacting with aryl zine and aryl iodine to preparedifluoromethyl aryl compounds, and conducting free radical addition reactions with olefins.
  • It can be used as a nucleophilic difluoro (sulfonation) methylation reagent for synthesis from aldehydes.ketones, alkyl halides, trifluoromethanesulfonic acid esters, etc a,a- Difluoroalkyl sulfinates andsulfonates.
  • It can also be used together with electrophilic iodination reagents and bromination reagents for theintroduction ofmonoiododifluoromethyl and monobromodifluoromethyl groups.
  • It can also be used as a 2-pyridylation reagent.

Reactions

(1) gem-Difluoroolefination of aldehydes and ketones.

(2) Halodifluoromethylation of aldehydes and ketones.

(3) (Fluorosulfonyl)difluoromethylation of aldehydes and ketones.

(4) Difluoro(sulfonato)methylation of alkyl halides and triflates.

(5) Aromatic difluoromethylation

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.

References

[1] WENJUN MIAO. Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone[J]. Organic Letters, 2021, 23 3: 711-715. DOI:10.1021/acs.orglett.0c03939.
[2] WENJUN MIAO. Nucleophilic Iododifluoromethylation of Carbonyl Compounds Using Difluoromethyl 2-Pyridyl Sulfone[J]. Organic Letters, 2016, 18 11: 2766-2769. DOI:10.1021/acs.orglett.6b01258.
[3] YANCHUAN ZHAO. Difluoromethyl 2-Pyridyl Sulfone: A New gem-Difluoroolefination Reagent for Aldehydes and Ketones[J]. Organic Letters, 2010, 12 7: 1444-1447. DOI:10.1021/ol100090r.

Difluoromethyl 2-pyridyl sulfone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Difluoromethyl 2-pyridyl sulfone manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd
Product
Difluoromethyl 2-pyridyl sulfone 1219454-89-3
Price
US $0.10/kg
Min. Order
0.0005kg
Purity
99%
Supply Ability
20 tons
Release date
2024-04-15
Career Henan Chemical Co
Product
Pyridine, 2-[(difluoroMethyl)sulfonyl]- 1219454-89-3
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg,5kg,50kg
Release date
2020-01-16

1219454-89-3, Difluoromethyl 2-pyridyl sulfoneRelated Search:


  • Pyridine, 2-[(difluoroMethyl)sulfonyl]-
  • 2-[(DifluoroMethyl)sulfonyl]pyridine
  • DifluoroMethyl 2-Pyridyl Sulfone
  • Difluoromethyl 2-pyridyl sulfone 97% (HPLC)
  • 2-(Difluoromethanesulfonyl)pyridine
  • 2-PySO2CF2H
  • Hu Reagent
  • 2-[(DifL
  • DFM-2-pyridyl sulfone
  • 2-Pyridyl difluoromethyl sulfone
  • 1219454-89-3
  • Aromatics
  • Heterocycles
  • Sulfur & Selenium Compounds