85665-54-9

Basic information

• Product Name: 3,5-bis(benzyl)pyridine
• Synonyms: 3,5-bis(benzyl)pyridine;3,5-Bis(phenylmethyl)pyridine;Einecs 288-143-7
• CAS NO: 85665-54-9
• Molecular Formula: C₁₉H₁₇N
• Molecular Weight: 259.34498
• EINECS: 288-143-7
• Mol File: 85665-54-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 410.5°C at 760 mmHg
• Flash Point: 179.5°C
• Appearance: /
• Density: 1.074g/cm³
• Vapor Pressure: 1.43E-06mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 3,5-bis(benzyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-bis(benzyl)pyridine(85665-54-9)
• EPA Substance Registry System: 3,5-bis(benzyl)pyridine(85665-54-9)

Safety Data

• Hazardous Substances Data: 85665-54-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H17N/c1-3-7-16(8-4-1)11-18-13-19(15-20-14-18)12-17-9-5-2-6-10-17/h1-10,13-15H,11-12H2

Upstream product

• 77084-89-0 1-(3-phenylprop-1-enyl)piperidine 
• 10560-39-1 1,3,5-tri-tert-butyl-1,3,5-triazacyclohexane 
• 776-75-0 N-benzoylpiperidine 
• 100-52-7 benzaldehyde 
• 110-89-4 piperidine 
• 34418-91-2 2,3,4,5-tetrahydropyridine N-oxide 

Downstream Products

• 49587-69-1 3,5-dibenzoylpyridine 
• 65-85-0 benzoic acid 

Relevant articles and documents

One-Pot Amberlyst 15-Controlled Cyclocondensation of Piperidines and Arylaldehydes: Synthesis of 3,5-Diarylmethylpyridines

Amberlyst 15-controlled one-pot easy-operational intermolecular cyclocondensation of substituted piperidines with arylaldehydes provides diversified 3,5-diarylmethylpyridines in high to excellent yields under refluxing toluene conditions. The uses of various acidic solid supports and reaction solvents are investigated for facile and efficient transformation. A plausible mechanism has been proposed.

Novel Synthesis of 3,5-Disubstituted Pyridines by 1,4-Cycloaddition of 1-Aza-1,3-butadienes with Enamines

A new method for the synthesis of 3,5-disubstituted pyridines is described.Reactions of the N-substituted methanimines 1 with the β-substituted enamines 2 give 1-aza-1,3-butadienes 3a-3i and/or symmetrically 3,5-disubstituted pyridines 4a-c,e-h in moderate to good yields.At reaction temperatures of 150 deg C the azadienes 3 are the predominant products, and the reaction provides a good route to 1-azadienes with no substituent at the 4-position.At reaction temperatures of 200 deg C, and particularly using N-tert-butylmethanimine 1a and p-toluenesulfonic acid catalyst, the principal products are symmetrically 3,5-disubstituted pyridines.The cycloaddition was shown to proceed via the azabutadiene intermediate 3.Reactions of 3 with the enamines 2 lead to unsymmetrically 3,5-disubstituted pyridines.The mechanisms of these cycloadditions are discussed.