6-sec-Butylquinoline

Base Information

• Chemical Name: 6-sec-Butylquinoline
• CAS No.: 65442-31-1
• Molecular Formula: C₁₃H₁₅N
• Molecular Weight: 185.269
• Hs Code.: 2933499090
• European Community (EC) Number: 265-777-2
• UNII: SAP55IYM36
• DSSTox Substance ID: DTXSID4052340
• Nikkaji Number: J183.750H
• Wikidata: Q27289113
• Mol file: 65442-31-1.mol

Synonyms:6-sec-Butylquinoline;65442-31-1;sec-Butylquinoline;6-butan-2-ylquinoline;Quinoline, 6-(1-methylpropyl)-;6-(sec-Butyl)quinoline;6-(1-methylpropyl)quinoline;Isobutylquinoline;EINECS 265-777-2;6-Sec-butyl quinoline;6- and 8-sec-Butylquinoline (80/20);6-(Butan-2-yl)quinoline;UNII-SAP55IYM36;6 - sec - butylquinoline;SAP55IYM36;6- and 8-sec-Butylquinoline;6-(1-Methylpropyl)-chinolin;SCHEMBL114725;DTXSID4052340;SCHEMBL20309118;6-(SEC-BUTYL)QUINOLINE, (+/-)-;LS-141343;FT-0627368;Q27289113

Chemical Property of 6-sec-Butylquinoline

Chemical Property:

• Vapor Pressure: 0.00408mmHg at 25°C
• Boiling Point: 288.3°C at 760 mmHg
• PKA: 5.14±0.10(Predicted)
• Flash Point: 117.6°C
• PSA: 12.89000
• Density: 1.01g/cm³
• LogP: 3.74830
• Water Solubility.: 116.4mg/L at 20℃
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 185.120449483
• Heavy Atom Count: 14
• Complexity: 178

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-sec-Butylquinoline

There total 4 articles about 6-sec-Butylquinoline 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: 83.0%

6-chloroquinoline (612-57-7) + 1-methylpropylboronic acid (88496-88-2) → 6-sec-butylquinoline (65442-31-1)

Guidance literature:

With methanesulfonato tri(tert-butyl)phosphine (2'-amino-1,1‘-biphenyl-2-yl) palladium (II); potassium carbonate; In water; toluene; at 100 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/ja508815w

Reference yield: 76.0%

potassium sec-butyltrifluoroborate + 6-chloroquinoline (612-57-7) → 6-sec-butylquinoline (65442-31-1)

Guidance literature:

With methanesulfonato tri(tert-butyl)phosphine (2'-amino-1,1‘-biphenyl-2-yl) palladium (II); potassium carbonate; In water; toluene; at 100 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/ja508815w

Reference yield: 76.0%

6-iodoquinoline (13327-31-6) + tri-sec-butylaluminum (13282-35-4) → 6-sec-butylquinoline (65442-31-1)

Guidance literature:

With copper(l) iodide; sodium methylate; lithium chloride; In N,N-dimethyl-formamide; at 120 ℃; for 12h; Inert atmosphere; Glovebox;

DOI:10.1021/acs.joc.5b02077

upstream raw materials:

4-sec-butylaniline

propan-1-ol-3-amine

6-chloroquinoline

1-methylpropylboronic acid

Refernces

• 1、 Li, Ling,Zhao, Shibin,Joshi-Pangu, Amruta,Diane, Mohamed,Biscoe, Mark R.. "Stereospecific Pd-catalyzed cross-coupling reactions of secondary alkylboron nucleophiles and aryl chlorides". supporting information. p. 14027 - 14030. Retrieved 2015/01/08.