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  7. 2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine, 99%

2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine, 99%

Catalog No. p-7046951
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AAL1692906 5 g
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Catalog No. AAL1692903 Supplier Thermo Scientific Chemicals Supplier No. L1692903
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Description

CAS: 145100-51-2 | C7H3ClF6N2O4S2 | 392.671 g/mol

2-[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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2-[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.

Solubility
Reacts with water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store under dry inert gas. It is sensitive to moisture.

Chemical Identifiers

CAS 145100-51-2
Molecular Formula C7H3ClF6N2O4S2
Molecular Weight (g/mol) 392.671
MDL Number MFCD00191833
InChI Key TUFGVZMNGTYAQD-UHFFFAOYSA-N
Synonym 2-n,n-bis trifluoromethylsulphonyl amino-5-chloropyridine, 2-n,n-bis trifluoromethanesulfonyl amino-5-chloropyridine, comins' reagent, n-5-chloro-2-pyridyl triflimide, 2-n,n-bis trifluoromethylsulfonyl amino-5-chloropyridine, comins triflating reagent, n-5-chloro-2-pyridyl bis trifluoromethanesulfonimide, n-5-chloropyridin-2-yl-1,1,1-trifluoro-n-trifluoromethylsulfonyl methanesulfonamide, n-5-chloropyridin-2-yl triflimide, n-5-chloropyridin-2-yl-1,1,1-trifluoro-n-trifluoromethyl sulfonyl methanesulfonamide
PubChem CID 388544
IUPAC Name N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfonamide
SMILES C1=CC(=NC=C1Cl)N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F

Specifications

Melting Point 44°C to 47°C
Quantity 1 g
Beilstein 5833971
Sensitivity Moisture sensitive
Solubility Information Reacts with water.
Formula Weight 392.68
Percent Purity 99%
Chemical Name or Material 2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine

Safety and Handling

Hazard Category H315-H319-H335
Hazard Statement GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary Statement P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
EINECSNumber 000-000-0
TSCA No
Recommended Storage Keep cold

RUO – Research Use Only