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Merck
CN

403644

N-(5-Chloro-2-pyridyl)bis(trifluoromethanesulfonimide)

96%

Synonym(s):

2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine, N,N-Bis(trifluoromethylsulfonyl)-5-chloro-2-pyridylamine, Comins’ Reagent

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About This Item

Empirical Formula (Hill Notation):
C7H3ClF6N2O4S2
CAS Number:
Molecular Weight:
392.68
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5833971
Assay:
96%
Form:
solid
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Quality Level

assay

96%

form

solid

mp

45-47 °C (lit.)

functional group

chloro, fluoro

storage temp.

2-8°C

SMILES string

FC(F)(F)S(=O)(=O)N(c1ccc(Cl)cn1)S(=O)(=O)C(F)(F)F

InChI

1S/C7H3ClF6N2O4S2/c8-4-1-2-5(15-3-4)16(21(17,18)6(9,10)11)22(19,20)7(12,13)14/h1-3H

InChI key

TUFGVZMNGTYAQD-UHFFFAOYSA-N

Application

Provides good yields of vinyl triflates from the corresponding ketone enolates or dienolates.
Reactant for:
Suzuki-Miyaura cross coupling
Synthesis of nicotinic acetylcholine receptor-selective ligands
Enantioselective desymmetrizing palladium catalyzed carbonylation reactions
Synthesis of high affinity niacin receptor GPR109A agonists
Preparation of heteroaromatics


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Tetrahedron Letters, 44, 9185-9185 (2003)
Tetrahedron Letters, 33, 6299-6299 (1992)
Synthesis, 4, 588-588 (2000)



Global Trade Item Number

SKUGTIN
403644-5G04061833372487
403644-1G04061826671917