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2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine

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2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine manufacturers

2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine Basic information
Product Name:2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine
Synonyms:Comins Reagent, N,N-Bis(trifluoromethylsulfonyl)-5-chloro-2-pyridylamine, 2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine;N-(5-CHLORO-2-PYRIDYL)BIS(TRILFUOROMETHANESULFONIMIDE);N-(5-Chloropyridin-2-yl)-1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfonamide;2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine ,98%;Comins Triflating Reagent;N-(5-Chloro-2-pyridyl)triflimide N-(5-Chloro-2-pyridyl)bis(trifluoromethanesulfonyl)imide Comins Triflating Reagent;N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-(trifluoroMethane)sulfonylMethanesulfonaMide;2-{Bis[(trifluoromethyl)sulphonyl]amino}-5-chloropyridine
CAS:145100-51-2
MF:C7H3ClF6N2O4S2
MW:392.68
EINECS:629-110-2
Product Categories:Chloropyridines;Halopyridines
Mol File:145100-51-2.mol
2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine Structure
2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine Chemical Properties
Melting point 45-47 °C(lit.)
Boiling point 77-90°C/0.2mmHg
density 1.892±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Benzene (Slightly)
form Solid
pka-7.71±0.10(Predicted)
color yellow
Water Solubility Reacts with water.
Sensitive Moisture Sensitive
BRN 5833971
Stability:Moisture Sensitive, Unstable in DMSO Solution
InChIInChI=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
InChIKeyTUFGVZMNGTYAQD-UHFFFAOYSA-N
SMILESC(F)(F)(F)S(N(C1=NC=C(Cl)C=C1)S(C(F)(F)F)(=O)=O)(=O)=O
CAS DataBase Reference145100-51-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
9
Hazard Note Irritant
HazardClass AIR SENSITIVE, IRRITANT-HARMFUL, KEEP COLD
HS Code 29350090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine Usage And Synthesis
Chemical PropertiesWhite to pale yellow crystalline solid
Uses2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine provides good yields of vinyl triflates from the corresponding ketone enolates or dienolates. It is used in the total synthesis of (-)-porantheridine and the trans decahydroquinoline alkaloid (+)-219A. It is also used as a 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 and in preparation of heteroaromatics.
UsesReactant 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
Tag:2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine(145100-51-2) Related Product Information
Mesitylene-2-sulfonyl chloride 2-[N,N-Bis(trifluoromethylsulfonyl)amino]pyridine 2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine 2-Amino-5-chloropyridine Trifluoromethanesulfonamide Trifluoromethanesulfonimide