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

Catalog No. AAL1692903

Supplier: Thermo Scientific Chemicals L1692903

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.

Specifications

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

• 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

SDS

RUO – Research Use Only