6-Isobutylquinoline

Base Information

• Chemical Name: 6-Isobutylquinoline
• CAS No.: 68141-26-4
• Molecular Formula: C13H15N
• Molecular Weight: 185.269
• European Community (EC) Number: 268-849-1,269-204-7
• DSSTox Substance ID: DTXSID6052401
• Nikkaji Number: J334.110K
• Wikidata: Q81985055
• Mol file: 68141-26-4.mol

Synonyms:6-Isobutylquinoline;68141-26-4;6-(2-methylpropyl)quinoline;6(or 8)-Isobutylquinoline;Quinoline, 6-(2-methylpropyl)-;EINECS 268-849-1;68198-80-1;6-isobutyl quinoline;6 - isobutylquinoline;UNII-YM8LJ269HU;YM8LJ269HU;SCHEMBL113636;6(Or 8)-(sec-butyl)quinoline;DTXSID6052401;EINECS 269-204-7;AKOS006275217;Quinoline, 6(or 8)-(2-methylpropyl)-;FT-0641163;A836028

Chemical Property of 6-Isobutylquinoline

Chemical Property:

• Vapor Pressure: 0.00291mmHg at 25°C
• Refractive Index: 1.58
• Boiling Point: 294.1 °C at 760 mmHg
• PKA: 5.14±0.10(Predicted)
• Flash Point: 120.9 °C
• PSA: 12.89000
• Density: 1.012 g/cm³
• LogP: 3.43330
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 185.120449483
• Heavy Atom Count: 14
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

6-Isobutylquinoline 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC2=C(C=C1)N=CC=C2

Technology Process of 6-Isobutylquinoline

There total 4 articles about 6-Isobutylquinoline 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: 80.0%

6-bromoquinoline (5332-25-2) + Dihydroxy-isobutyl-boran (84110-40-7) → 6-(2-methylpropyl)quinoline (68141-26-4)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; for 18h; Inert atmosphere; Reflux;

Reference yield: 80.0%

6-bromoquinoline (5332-25-2) + 3-methyl-1-(pyridin-2-yl) butan-1-one (6952-53-0) → 6-(2-methylpropyl)quinoline (68141-26-4)

Guidance literature:

With 2.9-dimethyl-1,10-phenanthroline; palladium(II) trifluoroacetate; potassium tert-butylate; In toluene; at 120 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02498

Reference yield: 64.8%

6-bromoquinoline (5332-25-2) + isoamylmagnesium chloride (4237-74-5) → 6-(2-methylpropyl)quinoline (68141-26-4)

Guidance literature:

6-bromoquinoline; With nickel dichloride; In tetrahydrofuran; for 0.0833333h;

isoamylmagnesium chloride; In tetrahydrofuran; at 20 - 25 ℃; for 8h; Inert atmosphere;

upstream raw materials:

6-iodoquinoline

triisobutylaluminum

6-bromoquinoline

isoamylmagnesium chloride

Refernces

• 1、 Wu, Qingsong,Han, Shuaijun,Ren, Xiaoxiao,Lu, Hongtao,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng. "Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents". supporting information. p. 6345 - 6348. Retrieved 2018/10/20.
• 2、 -. "High-purity 2-(3, 5-dimethylphenyl)-6-isobutyl quinoline synthesis method". Paragraph 0030; 0031; 0032; 0033; 0034; 0035. . Retrieved 2017/02/09.