2,6-Dimethyl-4-phenylpyridine

Base Information

• Chemical Name: 2,6-Dimethyl-4-phenylpyridine
• CAS No.: 3044-71-1
• Molecular Formula: C13H13 N
• Molecular Weight: 183.253
• Hs Code.: 2933399090
• NSC Number: 86604
• DSSTox Substance ID: DTXSID70292970
• Nikkaji Number: J3.264.320E
• Wikidata: Q82031499
• ChEMBL ID: CHEMBL2133875
• Mol file: 3044-71-1.mol

Synonyms:2,6-Dimethyl-4-phenylpyridine;3044-71-1;4-PHENYL-2,6-DIMETHYLPYRIDINE;MLS002694695;NSC86604;NCIOpen2_001227;SCHEMBL4546868;CHEMBL2133875;DTXSID70292970;LFFPPVCTHJLZRT-UHFFFAOYSA-N;HMS3087C13;NSC-86604;AKOS006278116;SB55087;SMR001264492;FT-0749385

Chemical Property of 2,6-Dimethyl-4-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.0147mmHg at 25°C
• Boiling Point: 265.8°Cat760mmHg
• Flash Point: 105.7°C
• PSA: 12.89000
• Density: 1.015g/cm³
• LogP: 3.36540
• 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: 162

Purity/Quality:

99% ^*data from raw suppliers

2,6-DIMETHYL-4-PHENYLPYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)C)C2=CC=CC=C2

Technology Process of 2,6-Dimethyl-4-phenylpyridine

There total 28 articles about 2,6-Dimethyl-4-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: 100.0%

2,6-dimethyl-3,5-di-(tert-butoxycarbonyl)-4-phenyl-pyridine → 2,6-dimethyl-4-phenylpyridine (3044-71-1)

Guidance literature:

for 24.5h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmc.2020.115816

Reference yield: 91.0%

4-bromo-2,6-dimethylpyridine (5093-70-9) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2,6-dimethyl-4-phenylpyridine (3044-71-1)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; trifluoroacetic acid; In 2,2,2-trifluoroethanol; at 23 ℃; for 16h; Inert atmosphere; Irradiation;

DOI:10.1021/jacs.7b03262

Reference yield: 85.0%

methyl magnesium iodide (917-64-6) + 2,6-bis(methylthio)-4-phenylpyridine (122913-45-5) → 2,6-dimethyl-4-phenylpyridine (3044-71-1)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; In diethyl ether; benzene; at 80 ℃; for 12h;

DOI:10.1016/S0040-4020(01)82036-6

upstream raw materials:

2,6-dimethyl-4-phenyl-pyrylium; perchlorate

benzaldehyde

(E)-benzalacetone

3-methyl-5-phenyl-2-cyclohexen-1-one

Downstream raw materials:

1,2,6-trimethyl-4-phenyl-pyridinium; iodide

2,6-dimethyl-4-phenyl-piperidine

2,6-dimethyl-4-(3-nitrophenyl)pyridine

2,6-dimethyl-4-(4-nitrophenyl)pyridine

Refernces

• 1、 West, Matthew J.,Watson, Allan J. B.. "Ni: Vs. Pd in Suzuki-Miyaura sp2-sp2 cross-coupling: A head-to-head study in a comparable precatalyst/ligand system". supporting information. p. 5055 - 5059. Retrieved 2019/06/03.
• 2、 Boyington, Allyson J.,Riu, Martin-Louis Y.,Jui, Nathan T.. "Anti-Markovnikov Hydroarylation of Unactivated Olefins via Pyridyl Radical Intermediates". supporting information. p. 6582 - 6585. Retrieved 2017/05/29.