3-(4-Methylphenyl)pyridine

Base Information

• Chemical Name: 3-(4-Methylphenyl)pyridine
• CAS No.: 4423-09-0
• Molecular Formula: C12H11 N
• Molecular Weight: 169.226
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20399706
• Nikkaji Number: J344.283G
• Wikidata: Q82202402
• Mol file: 4423-09-0.mol

Synonyms:3-(4-methylphenyl)pyridine;4423-09-0;3-(p-tolyl)pyridine;3-p-tolylpyridine;4-(3-pyridyl)toluene;Pyridine, 3-(4-methylphenyl)-;PYRIDINE,3-(4-METHYLPHENYL)-;SCHEMBL4582701;DTXSID20399706;AMY32752;MFCD04038775;AKOS004114032;AS-58908;BB 0222739;CS-0060071;W17596;A826514

Chemical Property of 3-(4-Methylphenyl)pyridine

Chemical Property:

• Melting Point: 38-39 °C
• Boiling Point: 293.9±9.0 °C(Predicted)
• PKA: 5.08±0.10(Predicted)
• PSA: 12.89000
• Density: 1.030±0.06 g/cm3(Predicted)
• LogP: 3.05700
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.089149355
• Heavy Atom Count: 13
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Methylphenyl)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)C2=CN=CC=C2

Technology Process of 3-(4-Methylphenyl)pyridine

There total 96 articles about 3-(4-Methylphenyl)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%

3-Bromopyridine (626-55-1,163928-56-1) + 4-methylphenylboronic acid (5720-05-8) → 4-(3-pyridyl)toluene (4423-09-0)

Guidance literature:

With potassium phosphate tribasic heptahydrate; palladium diacetate; In ethylene glycol; at 80 ℃; for 0.25h;

DOI:10.1002/ejoc.201000962

Reference yield: 95.0%

3-iodopyridine (1120-90-7) + 4-methylphenylboronic acid (5720-05-8) → 4-(3-pyridyl)toluene (4423-09-0)

Guidance literature:

With (3aS,7aS)-1,3-di-o-tolyl-octahydro-benzoimidazole-2-thione; potassium carbonate; palladium(II) iodide; In water; isopropyl alcohol; at 80 ℃; for 5h;

DOI:10.1002/adsc.200404165

Reference yield: 95.0%

4-tolyl iodide (624-31-7) + 3-(tributylstannyl)pyridine (59020-10-9) → 4-(3-pyridyl)toluene (4423-09-0)

Guidance literature:

With copper(l) iodide; C₃₇H₅₁ClFeNPPd; cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2012.10.080

upstream raw materials:

pyridine

1-(4-Methylphenyl)-3,3-(1,5-pentanediyl)triazene

bis(4-methylphenyl) sulfone

4-methylbenzenediazonium tetrafluoroborate

Downstream raw materials:

3-(4-methylphenyl)pyridine N-oxide

3-(4-Bromomethyl-phenyl)-pyridine

3-(4-methylphenyl)pyridine-2-carbonitrile

2-acetyl-3-(4-methylphenyl)pyridine

Refernces

• 1、 Das, Tapas Kumar,Kundu, Mrinalkanti,Mondal, Biswajit,Ghosh, Prasanjit,Das, Sajal. "Organocatalytic synthesis of (Het)biaryl scaffoldsviaphotoinduced intra/intermolecular C(sp2)-H arylation by 2-pyridone derivatives". . p. 208 - 218. Retrieved 2021/12/29.
• 2、 Kawase, Misa,Matsuoka, Kyosuke,Shinagawa, Tsutomu,Hamasaka, Go,Uozumi, Yasuhiro,Shimomura, Osamu,Ohtaka, Atsushi. "Suzuki-Miyaura Cross-Coupling Reaction with Potassium Aryltrifluoroborate in Pure Water Using Recyclable Nanoparticle Catalyst". . p. 57 - 61. Retrieved 2021/11/13.