134848-30-9

Basic information

• Product Name: N-Nitroso-r-2,t-3,t-5,c-6-tetraphenylpiperidin-4-one
• Synonyms: N-Nitroso-r-2,t-3,t-5,c-6-tetraphenylpiperidin-4-one
• CAS NO: 134848-30-9
• Molecular Weight: 432.522
• Mol File: 134848-30-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Nitroso-r-2,t-3,t-5,c-6-tetraphenylpiperidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: N-Nitroso-r-2,t-3,t-5,c-6-tetraphenylpiperidin-4-one(134848-30-9)
• EPA Substance Registry System: N-Nitroso-r-2,t-3,t-5,c-6-tetraphenylpiperidin-4-one(134848-30-9)

Safety Data

• Hazardous Substances Data: 134848-30-9(Hazardous Substances Data)

Upstream product

• 102-04-5 1,3-Diphenylpropanone 
• 87731-83-7 r-2,t-3,t-5,c-6-Tetraphenylpiperidin-4-one 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Chemistry of N-Nitroso Compounds. 1. Synthesis and Stereodynamics of N-Nitrosopiperidines and N-Nitrosopiperidin-4-ones

The stereochemistry of a series of N-nitroso-r-2,c-6-diphenylpiperidin-4-ones (10-15) and N-nitroso-r-2,c-6-diphenylpiperidines (16-18) in solution has been investigated by 1H NMR, 13C NMR, and dynamic 1H NMR spectroscopic studies.Unlike the r-2,c-6-dialkyl-N-nitrosopiperidines, which have diaxial alkyl groups, these N-nitroso-r-2,c-6-diphenylpiperidines (16-18) and N-nitroso-r-2,c-6-diphenylpiperidin-4-ones (10-15) have diequatorial phenyl groups even though the nitroso group is coplanar to the dynamically averaged plane of the piperidine ring.The rotamer populations of the N-NO orientations in the nitrosamines were derived from continuous wave 1H NMR spectral data and are correlated with the steric bulk of the substituents present at the C-3 and C-5 positions.N-Nitroso-r-2,c-6-diphenylpiperidine-4-one (10) was found to have a higher rotational barrier than N-nitroso-r-2,c-6-diphenylpiperidine (16).We attribute this difference to a greater degree of coplanarity (C3-C2-N1-C6-C5) in 10 than in 16.The rotational barriers in 10 were found to decrease as the bulk of the substituents at C3 and C5 increased.The rotational barrier in N-nitroso-r-2,c-6-diphenylpiperidine (16) was found to be lower than the reported rotational barriers of N-nitroso-r-2,c-6-dimethylpiperidine and N-nitroso-2,2,6,6-tetramethylpiperidine.