2-Benzyl-5-methylpyridine

Base Information

• Chemical Name: 2-Benzyl-5-methylpyridine
• CAS No.: 63065-67-8
• Molecular Formula: C13H13 N
• Molecular Weight: 183.253
• Hs Code.: 2933399090
• European Community (EC) Number: 263-836-7
• DSSTox Substance ID: DTXSID80979003
• Nikkaji Number: J307.180D
• Wikidata: Q82964507
• Mol file: 63065-67-8.mol

Synonyms:2-Benzyl-5-methylpyridine;63065-67-8;EINECS 263-836-7;Pyridine, 5-methyl-2-(phenylmethyl)-;SCHEMBL13562421;DTXSID80979003

Chemical Property of 2-Benzyl-5-methylpyridine

Chemical Property:

• Vapor Pressure: 0.00414mmHg at 25°C
• Boiling Point: 288.1°C at 760 mmHg
• Flash Point: 119°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=CN=C(C=C1)CC2=CC=CC=C2

Technology Process of 2-Benzyl-5-methylpyridine

There total 10 articles about 2-Benzyl-5-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: 83.0%

2-Bromo-5-methylpyridine (3510-66-5) + benzylmagnesium chloride (6921-34-2) → 2-benzyl-5-methyl pyridine (63065-67-8)

Guidance literature:

benzylmagnesium chloride; With cobalt acetylacetonate; In 1,4-dioxane; at 0 - 25 ℃; for 0.0833333h; Inert atmosphere;

2-Bromo-5-methylpyridine; In 1,4-dioxane; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.6b04966

Reference yield: 80.0%

2-Bromo-5-methylpyridine (3510-66-5) + benzyl bromide (100-39-0) → 2-benzyl-5-methyl pyridine (63065-67-8)

Guidance literature:

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

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

Reference yield: 48.0%

2-chloro-5-methylpyridine (18368-64-4) + benzyl(bromo)zinc (62673-31-8) → 2-benzyl-5-methyl pyridine (63065-67-8)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.3762/bjoc.12.16

upstream raw materials:

N-benzyl-3-methyl-pyridinium chloride

2-benzyl-5-methylpyridine 1-oxide

2-Bromo-5-methylpyridine

benzyl bromide

Downstream raw materials:

(5-methylpyridin-2-yl)(phenyl)methanone

2-benzyl-5-methylpyridine 1-oxide

2(2,4-dinitrobenzyl)-5-methyl pyridine

2-(2-(5-methylpyridin-2-yl)-1,2-diphenylethyl)malononitrile

Refernces

• 1、 Zhou, Wang,Miura, Tomoya,Murakami, Masahiro. "Photocatalyzed ortho-Alkylation of Pyridine N-Oxides through Alkene Cleavage". supporting information. p. 5139 - 5142. Retrieved 2018/05/30.
• 2、 Sterckx, Hans,De Houwer, Johan,Mensch, Carl,Herrebout, Wouter,Tehrani, Kourosch Abbaspour,Maes, Bert U.W.. "Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen". supporting information. p. 144 - 153. Retrieved 2016/04/05.