2-(4-Methylbenzoyl)pyridine

Base Information

• Chemical Name: 2-(4-Methylbenzoyl)pyridine
• CAS No.: 78539-88-5
• Molecular Formula: C13H11 N O
• Molecular Weight: 197.236
• Hs Code.: 2933399090
• European Community (EC) Number: 278-941-3
• DSSTox Substance ID: DTXSID90999833
• Nikkaji Number: J319.783B
• Wikidata: Q82993129
• Mol file: 78539-88-5.mol

Synonyms:2-(4-METHYLBENZOYL)PYRIDINE;78539-88-5;(4-methylphenyl)-pyridin-2-ylmethanone;(4-Methylphenyl) 2-pyridyl ketone;EINECS 278-941-3;MFCD07699227;Methanone, (4-methylphenyl)-2-pyridinyl-;SCHEMBL743166;pyridin-2-yl(p-tolyl)methanone;DTXSID90999833;(4-Methylphenyl)2-pyridyl ketone;BHDAKOZHMSQCFH-UHFFFAOYSA-N;AKOS010016301;(4-methylphenyl)(2-pyridinyl)methanone;(4-Methylphenyl)(pyridin-2-yl)methanone;EN300-72709;Z513733818

Chemical Property of 2-(4-Methylbenzoyl)pyridine

Chemical Property:

• Vapor Pressure: 4.44E-05mmHg at 25°C
• Melting Point: 43-44 °C
• Boiling Point: 350.3°C at 760 mmHg
• PKA: 3.04±0.10(Predicted)
• Flash Point: 173.5°C
• PSA: 29.96000
• Density: 1.113g/cm³
• LogP: 2.62100
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 197.084063974
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Methylbenzoyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C2=CC=CC=N2
• Uses: (4-Methylphenyl)-2-pyridinylmethanone is a useful reactant in organic synthesis.

Technology Process of 2-(4-Methylbenzoyl)pyridine

There total 39 articles about 2-(4-Methylbenzoyl)pyridine 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%

α-(4-methylphenyl)-2-pyridinemethanol (29263-67-0,125141-76-6,125226-24-6) → 2-(4-toluoyl)pyridine (78539-88-5)

Guidance literature:

With dicarbonyl(cyclopentadienyl)iron(II) chloride; sodium hydride; In toluene; for 20h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1039/c4cc01498g

Reference yield: 87.0%

2-Cyanopyridine (100-70-9,1232006-36-8) + para-bromotoluene (106-38-7) → 2-(4-toluoyl)pyridine (78539-88-5)

Guidance literature:

para-bromotoluene; With iodine; magnesium; In tetrahydrofuran;

2-Cyanopyridine; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/acs.orglett.5b01878

Reference yield: 81.0%

2-(4-methylbenzyl) pyridine 1-oxide (20531-88-8) → 2-(4-toluoyl)pyridine (78539-88-5) + (4-methylphenyl)(1-oxido-2-pyridinyl)methanone

Guidance literature:

With copper(l) iodide; oxygen; In acetic acid butyl ester; at 120 ℃; for 24h; Solvent;

DOI:10.1002/adsc.201700588

upstream raw materials:

<2-(4-Methylbenzoyl)-4-pyridyl>triphenylphosphonium-trifluormethansulfonat

(3,3-Dichloro-3,4,5,6-tetrahydro-pyridin-2-yl)-p-tolyl-methanone

2-bromo-pyridine

carbon monoxide

Downstream raw materials:

triprolidine

(Z)-triprolidine

C₁₃H₁₂N₂O

8a-(p-tolyl)indolizinone

Refernces

• 1、 Biegasiewicz, Kyle F.,Black, Michael J.,Chung, Megan M.,Hyster, Todd K.,Meichan, Andrew J.,Nakano, Yuji,Sandoval, Braddock A.,Zhu, Tianyu. "Photoenzymatic Hydrogenation of Heteroaromatic Olefins Using ‘Ene’-Reductases with Photoredox Catalysts". . p. 10484 - 10488. Retrieved 2020/04/29.
• 2、 Boubakri,Al-Ayed, Abdullah S.,Mansour,Harrath,Al-Tamimi,?zdemir,Yasar,Hamdi. "In situ palladium/N-heterocyclic carbene complex catalyzed carbonylative cross-coupling reactions of arylboronic acids with 2-bromopyridine under CO pressure: efficient synthesis of unsymmetrical arylpyridine ketones and their antimicrobial activities". . p. 321 - 328. Retrieved 2019/01/04.