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Sodium trifluoromethanesulfinate

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Sodium trifluoromethanesulfinate Basic information

Product Name:
Sodium trifluoromethanesulfinate
Synonyms:
  • SODIUM TRIFLUOROMETHANESULPHINATE
  • SODIUM TRIFLUOROMETHANESULFINATE
  • TRIFLUOROMETHANESULFINIC ACID SODIUM SALT
  • Sodium trifluoromethanesulphinate 96%
  • sodium trifluoromethanesulfinate CF3NaO2S
  • finate
  • Trifluoromethanesulphinic acid, sodium salt
  • Methanesulfinic acid,1,1,1-trifluoro-, sodiuM salt
CAS:
2926-29-6
MF:
CH2F3NaO2S
MW:
158.07
EINECS:
423-490-1
Product Categories:
  • bc0001
Mol File:
2926-29-6.mol
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Sodium trifluoromethanesulfinate Chemical Properties

Melting point:
<325°C
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Water (Sparingly)
form 
powder
color 
white
BRN 
3723394
InChI
InChI=1S/CHF3O2S.Na.H/c2-1(3,4)7(5)6;;/h(H,5,6);;
InChIKey
KAVUKAXLXGRUCD-UHFFFAOYSA-M
SMILES
C(F)(F)(F)S(O)=O.[NaH]
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-36/38
Safety Statements 
26-36/37/39
WGK Germany 
3
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29309090
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Sodium trifluoromethanesulfinate Usage And Synthesis

Chemical Properties

White to light yellow solid

Uses

Efficient sulfinate salt for the trifluoromethylation of various aryls, aryl boronic acids, alkenes, and alkynes.

Uses

Sodium Triflinate (Sodium trifluoromethanesulfinate), is a sulfur-containing building block and Fluorination reagents, used in various organic synthesis. It can be used in a new and convenient method for the copper-catalyzed construction of functional sulfonamides in good yields and excellent chemoselectivity.

reaction suitability

reaction type: C-C Bond Formation

Solubility in water

soluble in H2O, slightly soluble in MeOH, MeCN, and acetone.

Synthesis

At first, an aqueous solution was prepared by dissolving 37.5 g of sodium sulfite in 150 g of water. Then, a metal pressure-proof reactor was charged with this aqueous solution. After that, the atmosphere of the reactor was removed to obtain a reduced pressure. 10.7 g of trifluoromethanesulfonic fluoride was added to the reactor, stirring at 5° C. for 4 hr. The resulting reaction liquid was neutralized with sodium carbonate, followed by water removal. Then, methanol was added to the remaining solid matter to extract the target product. The resulting methanol solution was concentrated to dryness, thereby obtaining 9.7 g of sodium trifluoromethanesulfinate (yield: 88%).

References

[1] Patent: US2001/31891, 2001, A1
[2] Patent: US2001/31891, 2001, A1

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