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Sigma-Aldrich

N-(2-Pyridyl)bis(trifluoromethanesulfonimide)

96%

Synonym(s):

2-[N,N-Bis(trifluoromethylsulfonyl)amino]pyridine, N,N-Bis(trifluoromethylsulfonyl)-2-pyridylamine

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About This Item

Empirical Formula (Hill Notation):
C7H4F6N2O4S2
CAS Number:
145100-50-1
Molecular Weight:
358.24
Beilstein:
5832565
MDL number:
MFCD00191834
UNSPSC Code:
12352100
PubChem Substance ID:
24865207
NACRES:
NA.22

Assay

96%

form

solid

bp

80-90 °C/0.25 mmHg (lit.)

mp

40-42 °C (lit.)

storage temp.

2-8°C

SMILES string

FC(F)(F)S(=O)(=O)N(c1ccccn1)S(=O)(=O)C(F)(F)F

InChI

1S/C7H4F6N2O4S2/c8-6(9,10)20(16,17)15(5-3-1-2-4-14-5)21(18,19)7(11,12)13/h1-4H

InChI key

DXLQEJHUQKKSRB-UHFFFAOYSA-N

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General description

N-(2-Pyridyl)bis(trifluoromethanesulfonimide) (2-[N,N-Bis(trifluoromethylsulfonyl)amino]pyridine, N,N-Bis(trifluoromethylsulfonyl)-2-pyridylamine)) is a useful triflating reagent. It has been synthesized by reacting 2-aminopyridine and triflic anhydride.

Application

N-(2-Pyridyl)bis(trifluoromethanesulfonimide) may be used in the synthesis of aryl triflates and vinyl triflates.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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N-(2-Pyridyl) bis (trifluoromethanesulfonimide).
Cossy J and Allais F.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)

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