[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane

[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane Structure
CAS No.
536975-50-5
Chemical Name:
[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane
Synonyms
Difluoro(trimethylsilyl)methyl]sulfonyl]-benzene;[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane;Benzene, [[difluoro(trimethylsilyl)methyl]sulfonyl]-
CBNumber:
CB22644992
Molecular Formula:
C10H14F2O2SSi
Molecular Weight:
264.36
MOL File:
536975-50-5.mol
Modify Date:
2024/1/22 11:46:46

[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane Properties

Boiling point 96-97 °C(Press: 1 Torr)
Density 1.162±0.06 g/cm3(Predicted)

SAFETY

Risk and Safety Statements

Safety Statements  24/25
HS Code  29350090

[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane Chemical Properties,Uses,Production

Description

A much milder difluoro(phenylsulfonyl)methylation reagent than difluoromethyl phenyl sulfone. Under the action of Lewis bases such as such as tetrabutylammonium triphenyldifluorosilicate (TBAT), potassium fluoride, potassium hydrodifluoride, and potassium carbonate, difluoro(phenylsulfonyl)methyl can be transferred to aldehydes, ketones, alkyl halides, and non-activated imines.

Reactions

(1) Difluoromethylation of aldehydes and ketones.
Difluoromethylation of aldehydes and ketones.
(2) Difluoromethylation of alkyl halides.
Difluoromethylation of alkyl halides
(3) Difluoromethylation of imines and enamines.
Difluoromethylation of imines and enamines

References

[1] H. TOMIOKA. Selective oxidation of a primary hydroxyl in the presence of secondary one[J]. Tetrahedron Letters, 1981, 49 1: 1605-1608. DOI:10.1016/S0040-4039(01)90389-2
[2] LINGUI ZHU. Nucleophilic (phenylsulfonyl)difluoromethylation of alkyl halides using PhSO2CF2SiMe3: preparation of gem-difluoroalkenes and trifluoromethyl compounds[J]. Tetrahedron Letters, 2010, 51 47: Pages 6150-6152. DOI:10.1016/j.tetlet.2010.09.068.
[3] MIKHAIL D. KOSOBOKOV. Reactions of Sulfur- and Phosphorus-Substituted Fluoroalkylating Silicon Reagents with Imines and Enamines under Acidic Conditions[J]. The Journal of Organic Chemistry, 2012, 77 4: 2080-2086. DOI:10.1021/jo202669w.

[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane Preparation Products And Raw materials

Raw materials

Preparation Products

[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane Suppliers

[difluoro(phenylsulfonyl)Methyl]triMethyl-Silane Difluoro(trimethylsilyl)methyl]sulfonyl]-benzene Benzene, [[difluoro(trimethylsilyl)methyl]sulfonyl]- 536975-50-5 C10H14F2O2SSi