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N-Phenyl-bis(trifluoromethanesulfonimide)

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CAS:37595-74-7
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N-Phenyl-bis(trifluoromethanesulfonimide) Basic information
Product Name:N-Phenyl-bis(trifluoromethanesulfonimide)
Synonyms:1,1,1-TRIFLUORO-N-PHENYL-N-[(TRIFLUOROMETHYL)SULFONYL]METHANESULFONAMIDE;N-Phenylbis(trifluoromethanesulphonimide), Phenyl triflimide;N-Phenyl bis trifluorosulphonamide;N-Bis(trifluoromethylsulfonyl)aniline;1,1,1-trifluoro-N-(methylsulfonyl)methanesulfonamide;N- phenyl-bis (trifluoromethanesulfonyl) imide;N-Phenylbis(trifluoroMethanesulfoniMide), 97% 5GR;N,N-Bis(trifluoromethylsulfonyl)aniline Phenyl Triflimide N-Phenyltrifluoromethanesulfonimide
CAS:37595-74-7
MF:C8H5F6NO4S2
MW:357.25
EINECS:609-445-0
Product Categories:API intermediates;37595-74-7
Mol File:37595-74-7.mol
N-Phenyl-bis(trifluoromethanesulfonimide) Structure
N-Phenyl-bis(trifluoromethanesulfonimide) Chemical Properties
Melting point 100-102 °C(lit.)
Boiling point 305.3±52.0 °C(Predicted)
density 1.766±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in methanol. Slightly soluble in chloroform and ethyl acetate.
pka-13.12±0.50(Predicted)
form Crystals or Crystalline Powder
color White or colorless
Sensitive Moisture Sensitive
BRN 1269141
Stability:Moisture Sensitive
InChIInChI=1S/C8H5F6NO4S2/c9-7(10,11)20(16,17)15(6-4-2-1-3-5-6)21(18,19)8(12,13)14/h1-5H
InChIKeyDIOHEXPTUTVCNX-UHFFFAOYSA-N
SMILESC(F)(F)(F)S(N(C1=CC=CC=C1)S(C(F)(F)F)(=O)=O)(=O)=O
CAS DataBase Reference37595-74-7(CAS DataBase Reference)
NIST Chemistry ReferenceN-phenyltrifluoromethanesulfonimide(37595-74-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
21
TSCA No
HazardClass IRRITANT
HS Code 29242100
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
N-Phenyl-bis(trifluoromethanesulfonimide) Usage And Synthesis
DescriptionN-Phenylbis(trifluoromethanesulfonimide) acts as a mild triflating reagent as well as a transparent strong electron-withdrawing p-type dopant in carbon nanotubes. It is also employed as a reactant for the preparation of amphoteric alfa-boryl aldehydes. It plays an important role in the enantioselective synthesis of the core ring skeleton of leucosceptroids A-D and in steroselective sulfoxidation. 
Chemical Propertieswhite to off-white crystalline powder
UsesActs as a transparent strong electron-withdrawing p-type dopant in carbon nanotubes

Reactant for:
Synthesis of amphoteric alpha-boryl aldehydes
Enantioselective synthesis of core ring skeleton of leucosceptroids A-D
Stereoselective synthesis of monoamine reuptake inhibitor NS9544 acetate
Stereoselective sulfoxidation
UsesN-Phenylbis(trifluoromethanesulfonamide) is used in the enantioselective synthesis of β-amino acids via the Mannich reaction. Used in the synthesis of sphingosine 1-phosphate-1 receptor agonists useful in pharmaceutical application.
SynthesisAdd methylene chloride, aniline, 4-dimethylaminopyridine (DMAP), and triethylamine to a reactor equipped with a thermometer, distillation device, and mechanical stirring. When the vacuum of the reactor is evacuated to -0.095MPa and cooled to -40°C, trifluoromethanesulfonyl fluoride gas is introduced and then stirred at -20°C ~ 0°C and 0.02MPa ~ 0.1MPa reaction pressure, and react for 6 hours Finally, the excess trifluoromethanesulfonyl fluoride gas in the reactor is released and collected by cooling. After the inside of the reactor is brought to normal pressure, 500 mL of water is added, and the liquid is separated. A light yellow solid is obtained after the organic phase is heated to 40°C and methylene chloride is distilled. The light yellow solid is recrystallized with toluene to obtain 650g of white crystal N-Phenyl-bis(trifluoromethanesulfonimide).
Tag:N-Phenyl-bis(trifluoromethanesulfonimide)(37595-74-7) Related Product Information
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