2-Mesitylquinoline

Base Information

• Chemical Name: 2-Mesitylquinoline
• CAS No.: 81828-87-7
• Molecular Formula: C18H17N
• Molecular Weight: 247.34
• European Community (EC) Number: 660-187-5
• DSSTox Substance ID: DTXSID50400657
• Nikkaji Number: J2.496.639I
• Wikidata: Q82203663
• Mol file: 81828-87-7.mol

Synonyms:2-mesitylquinoline;81828-87-7;2-mesityl-chinolin;2-(2,4,6-trimethylphenyl)quinoline;BIDD:GT0776;SCHEMBL7699392;DTXSID50400657;AKOS024338541

Chemical Property of 2-Mesitylquinoline

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 247.136099547
• Heavy Atom Count: 19
• Complexity: 288

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)C2=NC3=CC=CC=C3C=C2)C

Technology Process of 2-Mesitylquinoline

There total 13 articles about 2-Mesitylquinoline 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%

2-Chloroquinoline (612-62-4) + 2-mesitylmagnesium bromide (2633-66-1) → 2-(2,4,6-trimethylphenyl)quinoline (81828-87-7)

Guidance literature:

With (IPr)Ni(π-allyl)Cl; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol302112q

Reference yield: 80.0%

2-Chloroquinoline (612-62-4) + mesitylboronic acid (5980-97-2) → 2-(2,4,6-trimethylphenyl)quinoline (81828-87-7)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; at 95 ℃; for 4h; Sealed tube;

DOI:10.1002/ejoc.201501567

Reference yield: 64.0%

2-bromoquinoline (2005-43-8) + mesitylboronic acid (5980-97-2) → 2-(2,4,6-trimethylphenyl)quinoline (81828-87-7)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; at 95 ℃; for 4h; Sealed tube;

DOI:10.1016/j.tetlet.2018.03.071

upstream raw materials:

quinoline

mesityllithium

Quinoline N-oxide

2-mesitylmagnesium bromide

Downstream raw materials:

Trimethylhydroquinone

2-mesityl-quinoline-1-oxide

Refernces

• 1、 Wowk, Vincent,Rousseau, Lidie,Lefèvre, Guillaume. "Importance of Two-Electron Processes in Fe-Catalyzed Aryl-(hetero)aryl Cross-Couplings: Evidence of Fe0/FeIICouple Implication". supporting information. p. 3253 - 3266. Retrieved 2021/10/12.
• 2、 Chen, Xinzheng,Qiu, Shuxian,Wang, Sasa,Wang, Huifei,Zhai, Hongbin. "Blue-light-promoted carbon-carbon double bond isomerization and its application in the syntheses of quinolines". . p. 6349 - 6352. Retrieved 2017/08/10.