80099-99-6

Basic information

• Product Name: Methanone, (6-chloro-2-pyridinyl)phenyl-
• CAS NO: 80099-99-6
• Molecular Formula: C12H8ClNO
• Molecular Weight: 217.655
• Mol File: 80099-99-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Methanone, (6-chloro-2-pyridinyl)phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (6-chloro-2-pyridinyl)phenyl-(80099-99-6)
• EPA Substance Registry System: Methanone, (6-chloro-2-pyridinyl)phenyl-(80099-99-6)

Safety Data

• Hazardous Substances Data: 80099-99-6(Hazardous Substances Data)

Upstream product

• 24783-42-4 (6-Chloro-pyridin-2-yl)-phenyl-acetonitrile 
• 140-29-4 phenylacetonitrile 
• 20531-86-6 2-benzylpyridine-N-oxide 
• 4789-06-4 (1-oxido-2-pyridinyl)phenylmethanone 
• 2402-78-0 2,6-dichloropyridine 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 109-09-1 2-chloropyridine 
• 611-74-5 N,N-dimethylbenzamide 
• 62673-31-8 benzyl(bromo)zinc 
• 74714-04-8 2-chloro-6-benzyl-pyridine 

Downstream Products

• 177962-18-4 7-Chloro-3-phenyl-1,2,3-triazolo[1,5-a]pyridine 

Relevant articles and documents

Overcoming Electron-Withdrawing and Product-Inhibition Effects by Organocatalytic Aerobic Oxidation of Alkylpyridines and Related Alkylheteroarenes to Ketones

An organocatalyzed aerobic benzylic C-H oxidation of alkyl and aryl heterocycles has been developed. This transition metal-free method is able to overcome the electron-withdrawing effect as well as product-inhibition effects in heterobenzylic radical oxidation. A variety of ketones bearing N-heterocyclic groups could be prepared under relatively mild conditions with moderate to high yields.

Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen

The methylene group of various substituted 2- and 4-benzylpyridines, benzyldiazines and benzyl(iso)quinolines was successfully oxidized to the corresponding benzylic ketones using a copper or iron catalyst and molecular oxygen as the stoichiometric oxidant. Application of the protocol in API synthesis is exemplified by the alternative synthesis of a precursor to the antimalarial drug Mefloquine. The oxidation method can also be used to prepare metabolites of APIs which is illustrated for the natural product papaverine. ICP-MS analysis of the purified reaction products revealed that the base metal impurity was well below the regulatory limit.

TMSCH2Li-LiDMAE: a new nonnucleophilic reagent for C-2 lithiation of halopyridines

A new superbasic reagent has been discovered by combining TMSCH2Li and LiDMAE in hexane. This reagent was found highly efficient for the C-2 lithiation of sensitive chloro- and fluoropyridines. The metallation occurred chemo- and regioselectively at 0 °C avoiding the nucleophilic addition or substrate degradation commonly obtained with other alkyllithiums even at lower temperatures.