Zinc TrifluoroMethanesulfinate Chemical Properties

Melting point:

151-157°C

storage temp. 

2-8°C

Water Solubility 

Soluble in water

form 

powder to crystal

color 

White to Almost white

InChI

InChI=1S/CHF3O2S.Zn/c2-1(3,4)7(5)6;/h(H,5,6);

InChIKey

YSNORGWKORDJSP-UHFFFAOYSA-N

SMILES

C(F)(F)(F)S(O)=O.[Zn]

CAS DataBase Reference

39971-65-8

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

2930909899

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Dam. 1
Skin Irrit. 2
STOT SE 3

Zinc TrifluoroMethanesulfinate Usage And Synthesis

Uses

Zinc trifluoromethanesulfinate (TFMS) is part of a zinc sulfinate toolbox developed by Phil Baran for the simple and rapid diversification of heterocycles.

Practical and Innate Carbon-Hydrogen Functionalization of Heterocycles

Learn More at the Professor and Product Portal of Professor Phil S. Baran.

reaction suitability

reaction type: C-C Bond Formation
reagent type: catalyst
reaction type: C-H Activation

Synthesis

A preparative method of Zinc TrifluoroMethanesulfinate (TFMS): The addition of trifluoromethanesulfonyl chloride to excess Zn dust in H2O at 0 °C. After warming slowly to room temperature over 3 h, the excess Zn is removed via filtration through a pad of sand on a sintered glass funnel and washed with MeOH. The filtrate is then concentrated in vacuo at 40 °C, which is then dried further with the addition of toluene to remove H2O as an azeotropic mixture, resulting in an off-white powder. All of the ZnCl2 impurities can be removed by performing a 1:1 EtOAc:CH2Cl2 wash because ZnCl2 dissolves in 1:1 EtOAc:CH2Cl2, but TFMS does not dissolve as well. The obtained solid is dried under high vacuum for a few hours before use.

Zinc TrifluoroMethanesulfinate(39971-65-8)Related Product Information

• ZINC P-TOLUENESULFONATE HYDRATE
• Diphenylammonium Trifluoromethanesulfonate
• Lithium trifluoromethanesulfonate
• Trifluoromethyl benzenesulfonate (5e)
• Sodium trifluoromethanesulfonate
• BARIUM TRIFLUOROMETHANESULFONATE
• GALLIUM(III) TRIFLUOROMETHANESULFONATE
• Trimethylsilyl trifluoromethanesulfonate
• zinc bis(cyanocyanamidate)
• ZINC PHENOLSULFONATE
• Zinc benzenesulfinate dihydrate
• Sodium trifluoromethanesulfinate
• TRIFLUOROMETHYL SULFINYL CHLORIDE
• Zinc dibenzyldithiocarbamate
• Zinc bis(trifluoromethylsulfonyl)imide
• Zinc dibutyldithiocarbamate