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N-Phenyl-bis(trifluoromethanesulfonimide)

CAS No.
37595-74-7
Chemical Name:
N-Phenyl-bis(trifluoromethanesulfonimide)
Synonyms
PhNTf2;PHENYL TRIFLIMIDE;N-PHENYLBIS(TRIFLUOROMETHANESULFONIMIDE);N,N-BIS(TRIFLUOROMETHYLSULFONYL)ANILINE;1,1,1-trifluoro-N-phenyl-N-trifluoromethanesulfonylmethanesulfonamide;N-PHENYLTRIFLUOROMETHANESULFONIMIDE;N-PHENYLBIS(TRIFLUOROMETHANESULPHONIMIDE);phenyltrifluoromethanesulfonimide;trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide;N-PHENYLT
CBNumber:
CB5289550
Molecular Formula:
C8H5F6NO4S2
Molecular Weight:
357.25
MDL Number:
MFCD00000404
MOL File:
37595-74-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 02:22:45

N-Phenyl-bis(trifluoromethanesulfonimide) 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.
form Crystals or Crystalline Powder
pka -13.12±0.50(Predicted)
color White or colorless
Sensitive Moisture Sensitive
BRN 1269141
Stability Moisture Sensitive
InChI InChI=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
InChIKey DIOHEXPTUTVCNX-UHFFFAOYSA-N
SMILES C(F)(F)(F)S(N(C1=CC=CC=C1)S(C(F)(F)F)(=O)=O)(=O)=O
CAS DataBase Reference 37595-74-7(CAS DataBase Reference)
FDA UNII TIC0LRR43X
NIST Chemistry Reference N-phenyltrifluoromethanesulfonimide(37595-74-7)
UNSPSC Code 12352002
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
21
TSCA  No
HazardClass  IRRITANT
HS Code  29242100
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
REACH Registrations Active
NFPA 704
1
2 1

N-Phenyl-bis(trifluoromethanesulfonimide) price More Price(106)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 295973 N-Phenyl-bis(trifluoromethanesulfonimide) 99% 37595-74-7 5g $90.1 2026-04-30 Buy
Sigma-Aldrich 295973 N-Phenyl-bis(trifluoromethanesulfonimide) 99% 37595-74-7 25g $220 2026-04-30 Buy
TCI Chemical P1257 N-Phenylbis(trifluoromethanesulfonimide) [Triflating Reagent] >98.0%(GC) 37595-74-7 5g $21 2026-04-30 Buy
TCI Chemical P1257 N-Phenylbis(trifluoromethanesulfonimide) [Triflating Reagent] >98.0%(GC) 37595-74-7 25g $72 2026-04-30 Buy
Usbiological 286527 N-Phenylbis(trifluoromethanesulfonamide) ≥97% 37595-74-7 50g $312 2026-06-03 Buy
Product number Packaging Price Buy
295973 5g $90.1 Buy
295973 25g $220 Buy
P1257 5g $21 Buy
P1257 25g $72 Buy
286527 50g $312 Buy

N-Phenyl-bis(trifluoromethanesulfonimide) Chemical Properties,Uses,Production

Description

N-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 Properties

white to off-white crystalline powder

Uses

N-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.

Uses

Acts 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

Synthesis

Add 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).

References

[1] Patent: US2012/316204, 2012, A1. Location in patent: Page/Page column 7-8
[2] Patent: WO2015/23967, 2015, A2. Location in patent: Paragraph 0163; 0171
[3] Patent: WO2016/27284, 2016, A2. Location in patent: Page/Page column 69-70
[4] Tetrahedron Letters, 1973, # 46, p. 4607 - 4610
[5] Patent: WO2015/112441, 2015, A1. Location in patent: Page/Page column 58

358-23-6
62-53-3
37595-74-7
Synthesis of N-Phenyl-bis(trifluoromethanesulfonimide) from Trifluoromethanesulfonic anhydride and Aniline
Global( 539)Suppliers
Supplier Tel Email Country ProdList Advantage
JIANGXI TIME PHARMACEUTICAL CO.,LTD 0794-7183888 13155888520 sales@groupchem.com China 50 60
Fluoropharm Co., Ltd. 0571-85586753 13336034509 sales@fluoropharm.com China 1288 58
Shanghai Mixiu Chemical Co., Ltd. 18101936766 eileen@shmychem.com China 349 55
Huaihua Yuanyanda Biotechnology Co., Ltd 18711085600 1652923704@qq.com China 4626 58
Shanghai Qiao Chemical Science Co., Ltd 021-58892003 info@qiaochem.com China 6065 65
Shandong Juntai Pharmaceutical Co. LTD 18615688519; 18963498209 juntai@h2opharm.com China 294 58
Shandong Juntai Pharmaceutical Co., Ltd 18963498209 18963498209 juntai@h2opharm.com China 289 58
Shanghai Daolian Reagent Co., Ltd 13122339260 dowrian@outlook.com China 354 58
Jinan Qicheng Chemical Co. , Ltd. 0531-15628998092 15628998092 418597063@QQ.com China 245 58
Shanghai Tuolei Chemical Reagents Co., Ltd. 86-021-50318510 China 67 55

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phenyltrifluoromethanesulfonimide N-PHENYLTRIFLUOROMETHANESULPHONIMIDE 1,1,1-TRIFLUORO-N-PHENYL-N-[(TRIFLUOROMETHYL)SULFONYL]METHANESULFONAMIDE N-Phenylbis(trifluoromethanesulphonimide), Phenyl triflimide NSC 240874 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 N,N-Bis(trifluoroMethylsufonyl)aniline N,N-Bis(trifluoroMethylsulfonyl)aniline SynonyMs N-Phenylbis(trifluoroMethanesulfon)iMide N-phenyldouble(threefluoro Methanesulfonic acidiMide N-Phenyl-bis(trifluoroMethanesulfoniMide) >=98.0% (HPLC) N-phenyl bis(trifluoromethanesulfonyl)amide N-PHENYLT N-Phenyl-bis(trifluoromethanesulfonimide) 37595-74-7 N,N-Bis(trifluoromethylsulfonyl)aniline 37595-74-7 N,N-Bis(trifluoromethanesulphonyl)aniline~Phenyl triflimide~N-Phenyltrifluoromethanesulphonimide Phenyl triflimide~N-Phenyltrifluoromethanesulphonimide N-PHENYL-BIS-(TRIFLUORMETHANSULFONIMID) N,N-BIS-(TRIFLUOROMETHANESULFONYL)ANILINE 1,1,1-Trifluoro-N-phenyl-N-(trifluoromethyl)sulphonylmethanesulphonamide n-phenylbis(trifluorometanesulfonimide) N-Phenyl-bis(trifluoromethyl)sulfonimide N-Phenylbis(trifluoromethanesulfonimide) [Triflating Reagent] N-phenyl-bis(trifluoromethanesulfonamide) N,N-Bis(trifluoromethylsulfonyl)aniline, N-Phenyl-trifluoromethanesulfonimide, Phenyl triflimide, 1,1,1-Trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide N-Phenyltrifluoromethanesulfonimide ,98% N-Phenyl-bis(trifluoromethanesulfonimide),1,1,1-Trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide, N,N-Bis(trifluoromethylsulfonyl)aniline, N-Phenyl-trifluoromethanesulfonimide, Pheny N,N-Bis(trifluoromethylsulphonyl)aniline 98% N-Phenylbis(trifluoromethanesulfonyl)amine N-Phenylbis(trifluoromethylsulfonyl)amine N-Phenyl-N,N-bis(trifluoromethylsulfonyl)amine N-Phenylbis(trifluoromethanesulphonimide)97% N-Phenylbis(trifluoromethanesulfonimide),97% N-Phenylbis(trifluromethanesulphonimide)99% trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide -bis(trifL fonimide) N-Phenylbis(trifluoromethanesulfonimide)[TriflatingReagent]> Methanesulfonamide, 1,1,1-trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]- 1,1,1-trifluoro-N-phenyl-N TIANFUCHEM--37595-74-7--N-Phenyl-bis(trifluoromethanesulfonimide) factory price Bis(trifluoromethylsulfonyl)aniline N- phenylbis (trifluoromethanesulfonyl) imine N-PHENYL-BIS(TRIFLUROMETHANSULPHONIMIDE) N-phenylbis (trifluoromesulfonimide) N,N-Bis(trifluoromethylsulfonyl)aniline, N-Phenyl-trifluoromethanesulfonimide N-Phenyl-bis(trifluoromethanesulfonimide) N-Phenylbis(trifluoromethylsulfonyl)imide N-phenyl bistrifluoromethane sulfonate, 97%min N,N-Bis(trifluoromethylsulphonyl)aniline 1,1,1-trifluoro-N-phenyl-N-trifluoromethanesulfonylmethanesulfonamide N,N-BIS(TRIFLUOROMETHYLSULFONYL)ANILINE N-PHENYLTRIFLUOROMETHANESULFONIMIDE N-PHENYLBIS(TRIFLUOROMETHANESULFONIMIDE)