N,N-Bis(trifluoromethylsulfonyl)aniline

Base Information

• Chemical Name: N,N-Bis(trifluoromethylsulfonyl)aniline
• CAS No.: 37595-74-7
• Molecular Formula: C8H5F6NO4S2
• Molecular Weight: 357.254
• Hs Code.: 29242100
• European Community (EC) Number: 609-445-0
• NSC Number: 240874
• UNII: TIC0LRR43X
• DSSTox Substance ID: DTXSID70191030
• Nikkaji Number: J267.288J
• Wikipedia: Bis(trifluoromethanesulfonyl)aniline
• Wikidata: Q27289983
• Mol file: 37595-74-7.mol

Synonyms:37595-74-7;N,N-Bis(trifluoromethylsulfonyl)aniline;N-Phenyl-bis(trifluoromethanesulfonimide);Phenyl triflimide;1,1,1-Trifluoro-N-phenyl-N-((trifluoromethyl)sulfonyl)methanesulfonamide;N-Phenyltrifluoromethanesulfonimide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide;N,N-Bis(trifluoromethanesulfonyl)aniline;N,N-Bis-(Trifluoromethanesulfonyl)aniline;N-Phenylbis(trifluoromethanesulphonimide);Tf2NPh;N-Phenylbis(trifluoromethanesulfonimide);n-phenyltriflimide;PhNTf2;UNII-TIC0LRR43X;TIC0LRR43X;1,1,1-trifluoro-N-phenyl-N-trifluoromethanesulfonylmethanesulfonamide;1,1,1-Trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide;N-phenyl trifluoromethanesulfonimide;MFCD00000404;NSC-240874;N-Phenylbis(trifluoromethanesulfonamide);N-phenyl bis(trifluoromethanesulfonimide);phenyl bis((trifluoromethyl)sulfonyl)amine;n-phenyl bis (trisfluoromethane) sulfonimide;EC 609-445-0;1,1,1-trifluoro-N-phenyl-N-(trifluoromethane)sulfonylmethanesulfonamide;phenyl bis[(trifluoromethyl)sulfonyl]amine;phenyltriflimide;C8H5F6NO4S2;n-phenyl triflimide;NSC240874;PhN(Tf)2;(CF3SO2)2NPh;PhN(SO2CF3)2;SCHEMBL64494;PHENYL TRIFLIMIDE [MI];N-phenyltrifluoromethanesufonimide;N-phenyltrifluromethanesulfonimide;N-phenytrifluoromethanesulfonimide;DTXSID70191030;N-Phenyl-trifluoromethanesulfonimide;N-phenyltrifluoromethane sulfonimide;N-phenyltrifluoromethane-sulfonimide;BCP00205;CS-B0879;n-phenyltrifluoromethane sulphonimide;N-phenyl trifluoromethane sulfonimide;N-phenyl-trifluoromethane sulfonimide;RB3217;AKOS005063445;n,n,-bistrifluoromethanesulfonylaniline;N,N-bistrifluoromethanesulfonyl aniline;N,N-Bs-(Trfluoromethanesulfonyl)anlne;N-phenylbis(trifluorometanesulfonimide);AC-8752;MB00102;n-phenylbis(trifluoromethane)sulfonimide;NSC 240874;n,n-bis(trifluoromethylsulfonyl) aniline;N-phenyl-bis(trifluoromethanesulfonimid);N-phenyl-bis(trifluromethanesulfonimide);N,N-bis(trifluoromethanesulphonyl)aniline;N-Phenyl bis-trifluoromethane sulfonimide;N-phenyl-bis (trifluoromethanesulfonimid);N-phenyl-bis(trifluoromethane-sulfonimid);N-Phenylbis (trifluoromethanesulfonimide);N-phenylbis(trifluoromethane sulfonimide);N-phenylbis(trifluoromethane-sulfonimide);N-phenylbis-(trifluoromethanesulfonimide);AS-15621;N,N-bis(trifluoro-methanesulfonyl)aniline;N,N-bis(Trifluoromethanesulfonyl) aniline;N,N-bis(trifluoromethanesulfonyl)-aniline;N,N-Bis-(trifluoromethylsulfonyl)-aniline;N-phenyl bis (trifluoromethanesulfonimide);N-phenyl bis(trifluoromethane sulfonimide);N-phenyl bis(trifluoromethane-sulfonimide);N-phenyl bis(trifluoromethanesulphonimide);N-phenyl-bis (trifluoromethane)sulfonimide;N-phenyl-bis(trifluoromethane sulfonimide);N-phenyl-bis(trifluoromethane-sulfonimide);N-phenyl-bis-(trifluoromethanesulfonimide);N-phenylbis(trifluoromethane sulphonimide);N-phenylbis-(trifluoromethane-sulfonimide);SY002303;N,N-bis(trifluoromethanesulphonyl) aniline;n,n-bis(trifluoromethylsulfonyl)phenylamine;N,N-bis-(trifluoromethanesulfonyl)-aniline;N,N-bis-(trifluoromethanesulphonyl)-aniline;phenyl-bis-[(trifluoromethyl)sulfonyl]amine;A6419;AM20040319;FT-0648989;N,N-bis(trifluoro-methanesulfonyl)phenylamine;P1257;EN300-39074;N-Phenyl-bis(trifluoromethanesulfonimide), 99%;N-PHENYL-BIS(TRIFLUOROMETHYLSULFONAMIDE);J-523218;Q27289983;F0001-1081;Z382583056;N-Phenyl-bis(trifluoromethanesulfonimide), >=98.0% (HPLC);trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide;trifluoro-N-phenyl-N-(trifluoromethylsulfonyl) methanesulfonamide;1, 1, 1-trifluoro-N-phenyl-N-(trifluoromethane)sulfonylmethane-sulfonamide;1,1,1-trifluoro-N-phenyl-N((trifluoromethyl)sulfonyl)methanesulfonamide;1,1,1-trifluoro-n-phenyl-n(trifluoromethylsulphonyl)methane sulphonamide;1,1,1-trifluoro-N-phenyl-N-((trifluoromethyl) sulfonyl)methanesulfonamide;1,1,1-trifluoro-N-phenyl-N-((trifluoromethyl)sulfonyl) methane-sulfonamide;1,1,1-trifluoro-N-phenyl-N-((trifluoromethyl)sulfonyl) methanesulfonamide;1,1,1-trifluoro-N-phenyl-N-((trifluoromethyl)sulfonyl)-methanesulfonamide;1,1,1-Trifluoro-N-phenyl-N-((trifluoromethyl)sulfonyl)methane sulfonamide;1,1,1-trifluoro-N-phenyl-N-((trifluoromethyl)sulfonyl)methane-sulfonamide;1,1,1-Trifluoro-N-phenyl-N-(trifluoro-methyl-sulfonyl)methane-sulfonamide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethane) sulfonylmethanesulfonamide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethane)sulfonylmethane sulfonamide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethane)sulfonylmethane-sulfonamide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethyl)sulfonyl methanesulfonamide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethyl-sulfonyl)methanesulfonamide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethylsulfonyl) methanesulfonamide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)-methanesulfonamide;1,1,1-trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methansulfonamide;1,1,1-trifluro-n-phenyl-n(trifluoromethylsulphonyl)methane sulphonamide;N-PHENYL-N-((TRIFLUOROMETHYL)SULFONYL)TRIFLUOROMETHANESULFONAMIDE;N-phenyl-N-trifluoromethylsulfonyl-1,1,1-trifluoromethane sulfonamide;TRIFLUORO-N-PHENYL-N-((TRIFLUOROMETHYL)SULFONYL)METHANESULFONAMIDE;1,1,1-TRIFLUORO-N-PHENYL-N-[(TRIFLUOROMETHYL)SULFONYL]METHANESULFONIMIDE

Chemical Property of N,N-Bis(trifluoromethylsulfonyl)aniline

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 100-102 °C
• Refractive Index: 1.488
• Boiling Point: 305.3 °C at 760 mmHg
• PKA: -13.12±0.50(Predicted)
• Flash Point: 138.4 °C
• PSA: 88.28000
• Density: 1.766 g/cm³
• LogP: 4.35380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in methanol. Slightly soluble in chloroform and ethyl ac
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 356.95641896
• Heavy Atom Count: 21
• Complexity: 518

Purity/Quality:

99.3% ^*data from raw suppliers

N-Phenylbis(trifluoromethanesulfonamide) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F
• 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 usefu l in pharmaceutical application. 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. Acts as a transparent strong electron-withdrawing p-type dopant in carbon nanotubesReactant 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

Technology Process of N,N-Bis(trifluoromethylsulfonyl)aniline

There total 11 articles about N,N-Bis(trifluoromethylsulfonyl)aniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

trifluoromethylsulfonic anhydride (358-23-6) + aniline (62-53-3) → N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7)

Guidance literature:

trifluoromethylsulfonic anhydride; aniline; With 1,4-diaza-bicyclo[2.2.2]octane; In acetonitrile; at 40 ℃; for 8h; under 600.06 - 1725.17 Torr; Sealed tube; Large scale;

With dmap; In dichloromethane; acetonitrile; for 15h; under 450.045 - 1575.16 Torr; Sealed tube; Large scale;

Reference yield: 92.1%

Trifluoromethanesulfonyl fluoride (335-05-7) + aniline (62-53-3) → N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7)

Guidance literature:

Trifluoromethanesulfonyl fluoride; aniline; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 60 ℃; for 8h; under 675.068 Torr; Sealed tube; Large scale;

With dmap; In toluene; at 60 ℃; for 10h; under 750.075 - 1950.2 Torr; Pressure; Solvent; Sealed tube; Large scale;

Reference yield: 80.1%

trifluoromethane sulfonyl chloride (421-83-0) + aniline (62-53-3) → N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h; Reagent/catalyst; Solvent; Cooling with ice; Green chemistry;

upstream raw materials:

trifluoromethylsulfonic anhydride

aniline

benzenediazonium tetrafluoroborate

1-butyl-3-methylimidazolium trifluoromethanesulfonimide

Downstream raw materials:

Phenyl triflate

ethyl (Z)-4-phenyl-3-<<(trifluoromethyl)sulfonyl>oxy>-2-butenoate

ethyl (E)-4-phenyl-3-<<(trifluoromethyl)sulfonyl>oxy>-2-butenoate

2-methyl-3-hex-1-enylidenecyclohex-1-enyl trifluoromethanesulfonate

Refernces

• 1、 Chaturvedi, Jagriti,Haldar, Chabush,Bisht, Ranjana,Pandey, Gajanan,Chattopadhyay, Buddhadeb. "Meta Selective C-H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction". supporting information. p. 7604 - 7611. Retrieved 2021/05/26.
• 2、 -. "Preparation method of N-phenyl bis (trifluoromethanesulfonyl) imide". Paragraph 0047-0050. . Retrieved 2020/07/02.