3-(3-Methylphenyl)pyridine

Base Information

• Chemical Name: 3-(3-Methylphenyl)pyridine
• CAS No.: 4385-67-5
• Molecular Formula: C12H11N
• Molecular Weight: 169.226
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80399707
• Nikkaji Number: J2.288.493J
• Wikidata: Q82202403
• ChEMBL ID: CHEMBL36602
• Mol file: 4385-67-5.mol

Synonyms:3-(3-methylphenyl)pyridine;4385-67-5;3-(m-Tolyl)pyridine;SCHEMBL13045;3-(3-methylphenyl)-pyridine;CHEMBL36602;DTXSID80399707;LONDBHTYIYKOCM-UHFFFAOYSA-N;MFCD06801823;AKOS004114033;BB 0222740;CS-0195582;E90037

Chemical Property of 3-(3-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-(3-Methylphenyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C2=CN=CC=C2

Technology Process of 3-(3-Methylphenyl)pyridine

There total 28 articles about 3-(3-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) + m-tolylboronic acid (17933-03-8) → 3-(3-methylphenyl)pyridine (4385-67-5)

Guidance literature:

With bis-(1-methylimidazole)palladium(II) dichloride; sodium hydroxide; In water; at 80 ℃; for 12h; Inert atmosphere; Green chemistry;

DOI:10.3184/174751913X13662179283121

Reference yield: 99.0%

3-Chloropyridine (626-60-8) + m-tolylboronic acid (17933-03-8) → 3-(3-methylphenyl)pyridine (4385-67-5)

Guidance literature:

With potassium phosphate tribasic trihydrate; C₃₀H₃₉P; palladium diacetate; In tetrahydrofuran; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c6ob01675h

Reference yield: 99.0%

potassium trifluoro(3-methylphenyl)borate + 3-Bromopyridine (626-55-1,163928-56-1) → 3-(3-methylphenyl)pyridine (4385-67-5)

Guidance literature:

With palladium diacetate; sodium carbonate; In ethanol; water; at 80 ℃; for 4h;

DOI:10.1002/aoc.4831

upstream raw materials:

3-Bromopyridine

m-tolylmagnesium bromide

3-iodopyridine

toluene

Downstream raw materials:

3-(m-tolyl)piperidine

3-(pyridine-3-yl)benzoic acid

3-(pyridin-3-yl)benzaldehyde

3-<3-(methoxycarbonyl)phenyl>-N-n-propylpiperidine

Refernces

• 1、 Yan, Meng-Qi,Yuan, Jia,Lan, Fang,Zeng, Si-Hao,Gao, Meng-Yue,Liu, Sheng-Hua,Chen, Jian,Yu, Guang-Ao. "An active catalytic system for Suzuki-Miyaura cross-coupling reactions using low levels of palladium loading". supporting information. p. 3924 - 3929. Retrieved 2017/07/10.
• 2、 Rao, Maddali L.N.,Dhanorkar, Ritesh J.. "Cross-coupling study of iodo/chloropyridines and 2-chloroquinoline with atom-economic triarylbismuth reagents under Pd-catalysis". . p. 338 - 349. Retrieved 2015/03/04.