4-Benzyl-3-methylpyridine

Base Information

• Chemical Name: 4-Benzyl-3-methylpyridine
• CAS No.: 24015-80-3
• Molecular Formula: C13H13N
• Molecular Weight: 183.253
• Hs Code.: 2933399090
• European Community (EC) Number: 245-982-3
• UNII: E9K45EV784
• DSSTox Substance ID: DTXSID90178747
• Nikkaji Number: J242.719B
• Wikidata: Q83049224
• Mol file: 24015-80-3.mol

Synonyms:4-Benzyl-3-methylpyridine;24015-80-3;EINECS 245-982-3;E9K45EV784;3-Methyl-4-(phenylmethyl)pyridine;3-methyl-4-benzylpyridine;UNII-E9K45EV784;SCHEMBL8069077;DTXSID90178747;Pyridine, 3-methyl-4-(phenylmethyl)-;FT-0720407

Chemical Property of 4-Benzyl-3-methylpyridine

Chemical Property:

• Vapor Pressure: 0.00127mmHg at 25°C
• Boiling Point: 308.1°Cat760mmHg
• PKA: 5.99±0.18(Predicted)
• Flash Point: 130.8°C
• PSA: 12.89000
• Density: 1.027g/cm³
• LogP: 2.98080
• XLogP3: 3.1
• 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:

Useful:

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

Technology Process of 4-Benzyl-3-methylpyridine

There total 18 articles about 4-Benzyl-3-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: 60.0%

4-Benzyl-3-methyl-4H-pyridine-1-carboxylic acid phenyl ester → 3-methyl-4-benzylpyridine (24015-80-3)

Guidance literature:

With sulfur; In decalin; Heating;

DOI:10.1080/00397919708004198

Reference yield: 51.0%

3,4-Lutidin (583-58-4) + bromobenzene (108-86-1,52753-63-6) → 3-methyl-4-benzylpyridine (24015-80-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; at 80 ℃; for 72h; Sealed tube; Inert atmosphere;

DOI:10.1039/c7ob01726j

Reference yield:

N-benzyl-3-methyl-pyridinium chloride (16214-99-6) → 2-benzyl-5-methyl pyridine (63065-67-8) + 2-benzyl-3-methylpyridine (56664-26-7) + 3-methyl-4-benzylpyridine (24015-80-3) + 2,4-dibenzyl-5-methyl-pyridine

Guidance literature:

at 240 ℃;

upstream raw materials:

N-benzyl-3-methyl-pyridinium chloride

benzyl bromide

N-ethoxycarbonyl-3-methylpyridinium chloride

phenylmagnesium bromide

Downstream raw materials:

4-benzoylpyridine-3-carboxylic acid

Refernces

• 1、 Wu, Jing,Wang, Dadian,Chen, Xiang,Gui, Qingwen,Li, Hua,Tan, Ze,Huang, Genping,Wang, Guangwei. "Synthesis of 4-benzylpyridines via Pd-catalyzed CH3-arylation of 4-picoline". supporting information. p. 7509 - 7512. Retrieved 2017/09/27.
• 2、 Krapcho, A. Paul,Waterhouse, David J.,Hammach, Abdelhakim,Di Domenico, Roberto,Menta, Ernesto,Oliva, Ambrogio,Spinelli, Silvano. "Synthesis of 1,4-dihydropyridines by regioselective additions of benzylic zinc bromides to pyridinium salts and their aromatizations to 4-benzylpyridines". . p. 781 - 794. Retrieved 2007/10/03.