2,3-Dimethyl-6-phenylpyridine

Base Information

• Chemical Name: 2,3-Dimethyl-6-phenylpyridine
• CAS No.: 27068-61-7
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.253
• DSSTox Substance ID: DTXSID80363665
• Nikkaji Number: J3.028.323F
• Wikidata: Q82147409
• Mol file: 27068-61-7.mol

Synonyms:2,3-dimethyl-6-phenylpyridine;27068-61-7;2-Phenyl-5,6-dimethylpyridine;SCHEMBL13299549;2,3-dimethyl-6-phenyl-pyridine;DTXSID80363665;STK779972;AKOS005619116;NCGC00336962-01;AB01330146-02

Chemical Property of 2,3-Dimethyl-6-phenylpyridine

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 183.104799419
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3-Dimethyl-6-phenylpyridine

There total 6 articles about 2,3-Dimethyl-6-phenylpyridine 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: 36.0%

3-methyl-1,3-pentadiene (4549-74-0) + benzonitrile (100-47-0) → 2,3-dimethyl-6-phenylpyridine (27068-61-7)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; tricyclohexylphosphine; In toluene; at 130 ℃; Inert atmosphere;

DOI:10.1021/ja208162w

Reference yield:

3-Methyl-3-buten-2-one (814-78-8,25988-32-3) + acetophenone dimethylhydrazone (13466-32-5) → 2,3-dimethyl-6-phenylpyridine (27068-61-7)

Guidance literature:

With n-butyllithium; copper(I) thiophenolate; acetic acid; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 2.) -70 deg C, 12 h, 3.) -78 deg C, to RT, then reflux 4 h;

DOI:10.1021/ja00303a031

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + (E)-3-methylbut-3-en-2-one O-pivaloyl oxime (1416255-75-8) → 2,3-dimethyl-6-phenylpyridine (27068-61-7) + (E)-2,3-dimethyl-6-(2-styrylphenyl)pyridine (1416255-27-0)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; In acetic acid; 1,2-dichloro-ethane; at 85 ℃; for 14h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja3104389

upstream raw materials:

3-Methyl-3-buten-2-one

acetophenone dimethylhydrazone

3-methyl-1,3-pentadiene

benzonitrile