6311-86-0

Basic information

• Product Name: 3,3-dimethyl-1-(pyridin-4-yl)butan-2-one
• Synonyms: 2-butanone, 3,3-dimethyl-1-(4-pyridinyl)-; 3,3-Dimethyl-1-(pyridin-4-yl)butan-2-one
• CAS NO: 6311-86-0
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.2429
• Mol File: 6311-86-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 270°C at 760 mmHg
• Flash Point: 124.3°C
• Density: 0.991g/cm³
• Vapor Pressure: 0.00703mmHg at 25°C
• Refractive Index: 1.498
• CAS DataBase Reference: 3,3-dimethyl-1-(pyridin-4-yl)butan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-dimethyl-1-(pyridin-4-yl)butan-2-one(6311-86-0)
• EPA Substance Registry System: 3,3-dimethyl-1-(pyridin-4-yl)butan-2-one(6311-86-0)

Safety Data

• Hazardous Substances Data: 6311-86-0(Hazardous Substances Data)

Upstream product

• 108-89-4 picoline 
• 71831-53-3 4'-(3,3-Dimethyl-2-oxo-butyl)-2,6-dimethyl-4'H-[1,1']bipyridinyl-4-one 
• 26156-84-3 N-tritylpyridinium tetrafluoroborate 

Relevant articles and documents

Synthetic Applications of N-N Linked Heterocycles. Part 14. The Preparation of α-(4-Pyridyl)esters and α-(4-Pyridyl)nitriles by Regiospecific Attack of Ester and Nitrile Anions on Pyridinium Salts

Reactions between N-(2,6-dimethyl-4-oxopyridin-1-yl)pyridinium tetrafluoroborate (1) and lithio-derivatives of esters and nitriles give only low yields of 1,4-dihydro-adducts (3) and (7) due apparently to competing proton abstraction from the pyridone methyl groups.This limitation with salt (1) appears only with C-H acids of pKa > 20.Decomposition of the adducts under free-radical conditions yields α-(4-pyridyl)-esters (4) and -nitriles (8) essentially quantitatively.The same pyridyl-esters and -nitriles may be prepared conveniently in good overall yields by the reaction between the appropriate lithium salts and N-triphenylmethylpyridinium salts.The scope and limitations of the method are discucced. 2-Methyl-N-triphenylmethylpyridinium tetrafluoroborate is reported for the first time.