ChemicalBook--->CAS DataBase List--->80351-58-2

80351-58-2

80351-58-2 Structure

80351-58-2 Structure
IdentificationBack Directory
[Name]

BroModifluoroMethyl phenyl sulfone
[CAS]

80351-58-2
[Synonyms]

BroModifluoroMethyl phenyl sulfone
Bromodifluoromethanesulfonylbenzene
[(bromodifluoromethyl)sulfonyl]benzene
Benzene, [(bromodifluoromethyl)sulfonyl]-
[Molecular Formula]

C7H5BrF2O2S
[MDL Number]

MFCD22628354
[MOL File]

80351-58-2.mol
[Molecular Weight]

271.08
Chemical PropertiesBack Directory
[Melting point ]

33-34 °C
[Boiling point ]

291.8±40.0 °C(Predicted)
[density ]

1.745±0.06 g/cm3(Predicted)
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Sparingly), DMSO (Slightly)
[form ]

Solid
[color ]

White to Off-White
[InChI]

InChI=1S/C7H5BrF2O2S/c8-7(9,10)13(11,12)6-4-2-1-3-5-6/h1-5H
[InChIKey]

VYNTWHUALGNGNU-UHFFFAOYSA-N
[SMILES]

C1(S(C(Br)(F)F)(=O)=O)=CC=CC=C1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P280-P302+P352-P362+P364
[Safety Statements ]

24/25
[HS Code ]

29309090
Hazard InformationBack Directory
[Description]

The nucleophilic reactions of bromodifluoromethyl phenyl sulfone with electrophiles such as aldehydes in the presence of TDAE affords (phenylsulfonyl)difluoromethyl-containing synthetically useful intermediates. Palladium-mediated reactions of styrene derivatives, vinyl ethers, and heteroaromatics with bromodifluoromethyl phenyl sulfone in the presence of potassium carbonate affords the (phenylsulfonyl)difluoromethylated products.
[Uses]

Bromodifluoromethyl Phenyl Sulfone can be used to prepare difluoromethyl ethers via difluoromethylation of alcohols.
[Uses]

Bromodifluoromethyl phenyl sulfone is an intermediate component in the synthesis of (phenylsulfonyl)difluoromethyl and can be used to prepare (phenylsulfonyl)difluoromethylated products by palladium-mediated reactions.
[Reactions]

(1) Difluoromethylation of aldehydes.
BroModifluoroMethyl phenyl sulfone
(2) Difluoromethylation of styrenes, vinyl ethers, and heteroaromatics.
BroModifluoroMethyl phenyl sulfone
[References]

[1] G.K. SURYA PRAKASH . Nucleophilic difluoromethylation and difluoromethylenation using bromodifluoromethyl phenyl sulfone[J]. Journal of Fluorine Chemistry, 2005. DOI:10.1016/j.jfluchem.2005.07.011.
[2] NAKIN SURAPANICH. ChemInform Abstract: Palladium-Mediated Heck-Type Reactions of [(Bromodifluoromethyl)sulfonyl]benzene: Synthesis of α-Alkenyl- and α-Heteroaryl-Substituted α,α-Difluoromethyl Phenyl Sulfones.[J]. ChemInform, 2013. DOI:10.1002/chin.201314090.
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