3-(2-Methylphenyl)pyridine

Base Information

• Chemical Name: 3-(2-Methylphenyl)pyridine
• CAS No.: 90395-49-6
• Molecular Formula: C12H11N
• Molecular Weight: 169.226
• DSSTox Substance ID: DTXSID40399708
• Nikkaji Number: J595.935G
• Wikidata: Q82202405
• Mol file: 90395-49-6.mol

Synonyms:3-(2-methylphenyl)pyridine;90395-49-6;Pyridine, 3-(2-methylphenyl)-;m-tolylpyridine;3-(o-Tolyl)pyridine;SCHEMBL3752648;DTXSID40399708;MFCD06801824;AKOS004114034;BB 0222741;CS-0195581;E90038

Chemical Property of 3-(2-Methylphenyl)pyridine

Chemical Property:

• PSA: 12.89000
• 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: 155

Purity/Quality:

99% ^*data from raw suppliers

3-(2-Methylphenyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=CN=CC=C2

Technology Process of 3-(2-Methylphenyl)pyridine

There total 41 articles about 3-(2-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: 100.0%

3-Chloropyridine (626-60-8) + 2-Methylphenylboronic acid (16419-60-6) → 3-(p-methylphenyl)pyridine (90395-49-6)

Guidance literature:

With potassium phosphate monohydrate; R-Phos; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/ol800567q

Reference yield: 99.0%

2-methylphenyl bromide (95-46-5) + 3-pyridylboronic acid (1692-25-7) → 3-(p-methylphenyl)pyridine (90395-49-6)

Guidance literature:

With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine; In butan-1-ol; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.200900038

Reference yield: 99.0%

3-Chloropyridine (626-60-8) + o-anisyl boronic acid (1350512-08-1) → 3-(p-methylphenyl)pyridine (90395-49-6)

Guidance literature:

3-Chloropyridine; o-anisyl boronic acid; With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl; In dodecane; butan-1-ol; at 25 ℃; for 0.0833333h; Glovebox; Inert atmosphere;

With cesiumhydroxide monohydrate; In dodecane; water; butan-1-ol; at 80 ℃; for 4h; Glovebox; Inert atmosphere;

DOI:10.1002/ejoc.201200918

upstream raw materials:

3-iodopyridine

toluene

2-methylphenyl bromide

3-Diethylboranylpyridine

Downstream raw materials:

3-(2-methylphenyl)piperidine

2-(pyridin-3′-yl) benzoic acid

indeno[2,1-b]pyridin-9-one

9H-indeno(2,1-c)pyridin-9-one

Refernces

• 1、 Holzapfel, Cedric W.,Lamola, Jairus L.,Maumela, Munaka Christopher,Moshapo, Paseka T.. "Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki-Miyaura cross-coupling reactions". . p. 26883 - 26891. Retrieved 2021/08/17.
• 2、 Ouyang, Jia-Sheng,Li, Yan-Fang,Huang, Fei-Dong,Lu, Dong-Dong,Liu, Feng-Shou. "The Highly Efficient Suzuki–Miyaura Cross-Coupling of (Hetero)aryl Chlorides and (Hetero)arylboronic Acids Catalyzed by “Bulky-yet-Flexible” Palladium–PEPPSI Complexes in Air". . p. 371 - 375. Retrieved 2017/12/15.