99765-49-8

Basic information

• Product Name: bis(6-methyl-2-pyridyl)ketone
• Synonyms: bis(6-methyl-2-pyridyl)ketone;bis(6-methylpyridin-2-yl)methanone
• CAS NO: 99765-49-8
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212
• Mol File: 99765-49-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: bis(6-methyl-2-pyridyl)ketone(CAS DataBase Reference)
• NIST Chemistry Reference: bis(6-methyl-2-pyridyl)ketone(99765-49-8)
• EPA Substance Registry System: bis(6-methyl-2-pyridyl)ketone(99765-49-8)

Safety Data

• Hazardous Substances Data: 99765-49-8(Hazardous Substances Data)

Upstream product

• 5315-25-3 2-bromo-6-methylpyridine 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 109-04-6 2-bromo-pyridine 
• 105-58-8 Diethyl carbonate 
• 541-41-3 chloroformic acid ethyl ester 
• 6630-11-1 1,2-bis(6-methylpyridin-2-yl)ethane-1,2-dione 

Downstream Products

• 1309314-67-7 2-[6-(fluorobis(6-methylpyridin-2-yl)methyl)pyridin-2-yl]phenol 
• 1309314-60-0 (6-(phenyl-2-thiol)pyridin-2-yl)bis(6-methylpyridin-2-yl)methoxymethane 

Relevant articles and documents

Synthesis, conformational parameters and packing considerations of methyl bispyridyl ketones

The crystal structures of two bispyridyl ketones featuring either two methyl residues or one methyl and one bromomethyl residue, respectively, are presented. In order to elucidate the influence of the substituents, a comprehensive comparison with the non-methylated mother compound has been performed. A special focus lies thereby on the relative position of the heteroatoms and their free electron pairs. The two methyl groups at the bispyridyl ketone result in two molecules in the asymmetric unit adopting rather different conformations. Due to the fast crystallization conditions and a melting point differing from the literature, a polymorph close to a local minimum in the energy hypersurface seems possible. After introducing a bromine atom to one of the two methyl groups, the molecular conformation is very similar to the unsubstituted molecule. The packing of both title compounds is dominated by weak contacts of the C-H...π and C-H...Y type (Y = O, N) and C-H...Br- and Br...π-contacts for the brominated molecule.

Interplay Between Steric and Electronic Effects: A Joint Spectroscopy and Computational Study of Nonheme Iron(IV)-Oxo Complexes

Iron is an essential element in nonheme enzymes that plays a crucial role in many vital oxidative transformations and metabolic reactions in the human body. Many of those reactions are regio- and stereospecific and it is believed that the selectivity is guided by second-coordination sphere effects in the protein. Here, results are shown of a few engineered biomimetic ligand frameworks based on the N4Py (N,N-bis(2-pyridylmethyl)-N-bis(2-pyridyl)methylamine) scaffold and the second-coordination sphere effects are studied. For the first time, selective substitutions in the ligand framework have been shown to tune the catalytic properties of the iron(IV)-oxo complexes by regulating the steric and electronic factors. In particular, a better positioning of the oxidant and substrate in the rate-determining transition state lowers the reaction barriers. Therefore, an optimum balance between steric and electronic factors mediates the ideal positioning of oxidant and substrate in the rate-determining transition state that affects the reactivity of high-valent reaction intermediates.

Catalytic and regiospecific extradiol cleavage of catechol by a biomimetic iron complex

An iron(iii)-catecholate complex of a facial tridentate ligand reacts with dioxygen in the presence of ammonium acetate-acetic acid buffer to cleave the aromatic C-C bond of 3,5-di-tert-butylcatechol regiospecifically resulting in the formation of an extradiol product with multiple turnovers.