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N-Phenyl-bis(trifluoromethanesulfonimide)

Product Name
N-Phenyl-bis(trifluoromethanesulfonimide)
CAS No.
37595-74-7
Chemical Name
N-Phenyl-bis(trifluoromethanesulfonimide)
Synonyms
PHENYL TRIFLIMIDE;N,N-BIS(TRIFLUOROMETHYLSULFONYL)ANILINE;N-PHENYLBIS(TRIFLUOROMETHANESULFONIMIDE);1,1,1-trifluoro-N-phenyl-N-trifluoromethanesulfonylmethanesulfonamide;N-PHENYLTRIFLUOROMETHANESULFONIMIDE;phenyltrifluoromethanesulfonimide;N-PHENYLBIS(TRIFLUOROMETHANESULPHONIMIDE);trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide;N-PHENYLT;NSC 240874
CBNumber
CB5289550
Molecular Formula
C8H5F6NO4S2
Formula Weight
357.25
MOL File
37595-74-7.mol
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N-Phenyl-bis(trifluoromethanesulfonimide) Property

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)
NIST Chemistry Reference
N-phenyltrifluoromethanesulfonimide(37595-74-7)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
21
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29242100
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
295973
Product name
N-Phenyl-bis(trifluoromethanesulfonimide)
Purity
99%
Packaging
5g
Price
$82.1
Updated
2024/03/01
Sigma-Aldrich
Product number
295973
Product name
N-Phenyl-bis(trifluoromethanesulfonimide)
Purity
99%
Packaging
25g
Price
$201
Updated
2024/03/01
TCI Chemical
Product number
P1257
Product name
N-Phenylbis(trifluoromethanesulfonimide) [Triflating Reagent]
Purity
>98.0%(GC)
Packaging
5g
Price
$23
Updated
2024/03/01
TCI Chemical
Product number
P1257
Product name
N-Phenylbis(trifluoromethanesulfonimide) [Triflating Reagent]
Purity
>98.0%(GC)
Packaging
25g
Price
$80
Updated
2024/03/01
Alfa Aesar
Product number
L12531
Product name
N-Phenylbis(trifluoromethanesulfonimide), 99%
Packaging
5g
Price
$72.1
Updated
2024/03/01
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N-Phenyl-bis(trifluoromethanesulfonimide) Chemical Properties,Usage,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).

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N-Phenyl-bis(trifluoromethanesulfonimide) Suppliers

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23662
Advantage
75
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View Lastest Price from N-Phenyl-bis(trifluoromethanesulfonimide) manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
N-Phenyl-bis(trifluoromethanesulfonimide) 37595-74-7
Price
US $0.00-0.00/KG
Min. Order
10mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-19
Zibo Hangyu Biotechnology Development Co., Ltd
Product
N-Phenyl-bis(trifluoromethanesulfonimide) 37595-74-7
Price
US $65.00-650.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-11-01
WUHAN FORTUNA CHEMICAL CO., LTD
Product
N-Phenyl-bis(trifluoromethanesulfonimide) 37595-74-7
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min GC
Supply Ability
500 KGS
Release date
2021-06-10

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