2-Benzyl-4-methylpyridine

Base Information

• Chemical Name: 2-Benzyl-4-methylpyridine
• CAS No.: 5191-54-8
• Molecular Formula: C13H13 N
• Molecular Weight: 183.253
• Hs Code.: 2933399090
• European Community (EC) Number: 225-975-1
• UNII: V6C6SNG7AV
• DSSTox Substance ID: DTXSID30199875
• Nikkaji Number: J183.695A
• Wikidata: Q63392142
• Mol file: 5191-54-8.mol

Synonyms:2-Benzyl-4-methylpyridine;5191-54-8;EINECS 225-975-1;V6C6SNG7AV;Pyridine, 4-methyl-2-(phenylmethyl)-;UNII-V6C6SNG7AV;SCHEMBL13562418;DTXSID30199875;4-METHYL-2-(PHENYLMETHYL)PYRIDINE;Q63392142

Chemical Property of 2-Benzyl-4-methylpyridine

Chemical Property:

• Vapor Pressure: 0.00378mmHg at 25°C
• Boiling Point: 289.6°C at 760 mmHg
• Flash Point: 120°C
• PSA: 12.89000
• Density: 1.027g/cm³
• LogP: 2.98080
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 183.104799419
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1)CC2=CC=CC=C2

Technology Process of 2-Benzyl-4-methylpyridine

There total 16 articles about 2-Benzyl-4-methylpyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-Bromo-4-picoline (4926-28-7) + benzyl bromide (100-39-0) → 2-benzyl-4-methyl pyridine (5191-54-8)

Guidance literature:

With zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;

DOI:10.1016/S0040-4020(00)00497-X

Reference yield: 73.0%

4-methylpyridine-1-oxide (1003-67-4) + benzyltrimethylsilane (770-09-2) → 2-benzyl-4-methyl pyridine (5191-54-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01141

Reference yield: 63.0%

4-methylpyridine-1-oxide (1003-67-4) + cinnamyl acetate (103-54-8) → 2-benzyl-4-methyl pyridine (5191-54-8)

Guidance literature:

With tetrafluoroboric acid; 10-phenyl-9-(2,4,6-trimethylphenyl)acridinium tetrafluoroborate; In dichloromethane; water; at 20 ℃; for 48h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/anie.201801305

upstream raw materials:

1-benzyl-4-methylpyridinium chloride

2-benzyl-4-methylpyridine 1-oxide

2-Benzyl-1,4-dimethyl-pyridinium; iodide

2-Bromo-4-picoline

Downstream raw materials:

2-benzoyl-isonicotinic acid

2-(2,4-dinitrobenzyl)-4-methylpyridine

4-methyl-2-(1-phenylvinyl)pyridine

2-(1-phenylvinyl)-4-vinylpyridine

Refernces

• 1、 Puthanveedu, Mahesh,Polychronidou, Vasiliki,Antonchick, Andrey P.. "Catalytic Selective Metal-Free Cross-Coupling of Heteroaromatic N-Oxides with Organosilanes". supporting information. p. 3407 - 3411. Retrieved 2019/05/10.
• 2、 Liu, Wenbo,Yang, Xiaobo,Zhou, Zhong-Zhen,Li, Chao-Jun. "Simple and Clean Photo-induced Methylation of Heteroarenes with MeOH". supporting information. p. 688 - 702. Retrieved 2017/05/15.