97691-21-9

Basic information

• Product Name: Pyridine, 2-(1,1-dimethylethyl)-4-phenyl-
• CAS NO: 97691-21-9
• Molecular Formula: C15H17N
• Molecular Weight: 211.307
• Mol File: 97691-21-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Pyridine, 2-(1,1-dimethylethyl)-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2-(1,1-dimethylethyl)-4-phenyl-(97691-21-9)
• EPA Substance Registry System: Pyridine, 2-(1,1-dimethylethyl)-4-phenyl-(97691-21-9)

Safety Data

• Hazardous Substances Data: 97691-21-9(Hazardous Substances Data)

Upstream product

• 939-23-1 p-phenylpyridine 
• 38442-51-2 tert-butylmercury chloride 
• 14627-81-7 di-tert-butylmagnesium 
• 104-55-2 3-phenyl-propenal 
• 1131-61-9 4-Phenylpyridine 1-oxide 
• 3282-30-2 pivaloyl chloride 
• 558-17-8 tert-Butyl iodide 

Relevant articles and documents

Radical chain monoalkylation of pyridines

The monoalkylation of N-methoxypyridinium salts with alkyl radicals generated from alkenes (via hydroboration with catecholborane), alkyl iodides (via iodine atom transfer) and xanthates is reported. The reaction proceeds under neutral conditions since no acid is needed to activate the heterocycle and no external oxidant is required. A rate constant for the addition of a primary radical to N-methoxylepidinium >107 M-1 s-1 was experimentally determined. This rate constant is more than one order of magnitude larger than the one measured for the addition of primary alkyl radicals to protonated lepidine demonstrating the remarkable reactivity of methoxypyridinium salts towards radicals. The reaction has been used for the preparation of unique pyridinylated terpenoids and was extended to a three-component carbopyridinylation of electron-rich alkenes including enol esters, enol ethers and enamides.

Modular pyridine synthesis from oximes and enals through synergistic copper/iminium catalysis

We describe here a [3+3]-type condensation reaction of O-acetyl ketoximes and α,β-unsaturated aldehydes that is synergistically catalyzed by a copper(I) salt and a secondary ammonium salt (or amine). This redox-neutral reaction allows modular synthesis of a variety of substituted pyridines under mild conditions with tolerance of a broad range of functional groups. The reaction is driven by a merger of iminium catalysis and redox activity of the copper catalyst, which would initially reduce the oxime N-O bond to generate a nucleophilic copper(II) enamide and later oxidize a dihydropyridine intermediate to the pyridine product.

Alkylation of Pyridine in Free Radical Chain Reactions Utilizing Alkylmercurials

Pyridines or N,N,N',N'-tetramethyl-p-phenylenediamine will undergo a photostimulated free radical chain reaction with alkylmercury halides or carboxylates, yielding ring alkylated substitution products.Alkene mercuration products (R1CH(Y)CH(R2)HgX with Y=HO, RO, CH3CONH; X=Cl, CH3CO2, CF3CO2) can be used without isolation for the alkylation reaction