BroModifluoroMethyl phenyl sulfone

Product NameBroModifluoroMethyl phenyl sulfone
CAS80351-58-2
MFC7H5BrF2O2S
MW271.08
EINECS
MOL File80351-58-2.mol

Chemical Properties

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

Safety Information

Safety Statements	24/25
HS Code	29309090

Usage And Synthesis

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

Uses

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

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.