2-Isobutylquinoline

Base Information

• Chemical Name: 2-Isobutylquinoline
• CAS No.: 93-19-6
• Molecular Formula: C13H15 N
• Molecular Weight: 185.269
• Hs Code.: 2933499090
• European Community (EC) Number: 202-227-2
• UNII: 1865ZV931R
• DSSTox Substance ID: DTXSID5052622
• Nikkaji Number: J113.669K
• Wikidata: Q27894647
• Mol file: 93-19-6.mol

Synonyms:2-Isobutylquinoline;93-19-6;2-(2-Methylpropyl)quinoline;Quinoline, 2-(2-methylpropyl)-;alpha-Isobutylquinoline;QUINOLINE, 2-ISOBUTYL-;2-Isobutyl quinoline;BRN 0117444;EINECS 202-227-2;AI3-36193;1865ZV931R;5-20-07-00484 (Beilstein Handbook Reference);73018-63-0;isobutylchinolin;isobutyl quinoline;2-isobutylquinolin;2 - isobutylquinoline;.alpha.-Isobutylquinoline;SCHEMBL117318;DTXSID5052622;UNII-1865ZV931R;(2-METHYLPROPYL)QUINOLINE;AKOS006277040;QUINOLINE,2-(2-METHYLPROPYL)-;LS-141994;FT-0631462;A844472;Q27894647

Chemical Property of 2-Isobutylquinoline

Chemical Property:

• Vapor Pressure: 0.0077mmHg at 25°C
• Refractive Index: 1.6153 (estimate)
• Boiling Point: 277.3°C at 760 mmHg
• PKA: 5.55±0.61(Predicted)
• Flash Point: 111.1°C
• PSA: 12.89000
• Density: 1.012g/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:

98%min ^*data from raw suppliers

2-(2-METHYLPROPYL)-QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=NC2=CC=CC=C2C=C1

Technology Process of 2-Isobutylquinoline

There total 30 articles about 2-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: 95.0%

2-Aminobenzyl alcohol (5344-90-1) + 4-methyl-2-pentanone (108-10-1) → 2-isobutylquinoline (93-19-6)

Guidance literature:

With C₃₀H₃₄ClN₄Ru⁽¹⁺⁾*F₆P^(1-); potassium hydroxide; In toluene; at 120 ℃; for 6h; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1002/cctc.202000254

Reference yield: 91.0%

quinoline (91-22-5) + isobutene (115-11-7,15220-85-6) → 2-isobutylquinoline (93-19-6)

Guidance literature:

With tricyclohexylphosphonium chloride; [(1,5-cyclooctadiene)₂RhCl]₂; In tetrahydrofuran; at 165 ℃; for 19h;

DOI:10.1021/ja070388z

Reference yield: 90.0%

2-[n-dodecylmercapto]quinoline + isobutylzinc iodide (44396-74-9) → 2-isobutylquinoline (93-19-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; toluene; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.3987/COM-08-S(F)49

upstream raw materials:

1-(2-quinolyl)-2-methylpropene

2-isobutyl-1-methyl-1,2-dihydro-quinoline

2-isobutylquinoline-4-carboxylic acid

quinoline

Refernces

• 1、 Chaudhari, Chandan,Sato, Katsutoshi,Ogura, Yuta,Miayahara, Shin-Ichiro,Nagaoka, Katsutoshi. "Pr2O3 Supported Nano-layered Ruthenium Catalyzed Acceptorless Dehydrogenative Synthesis of 2-Substituted Quinolines and 1,8-Naphthyridines from 2-Aminoaryl Alcohols and Ketones". . p. 2198 - 2202. Retrieved 2020/03/24.
• 2、 Das, Sanju,Maiti, Debabrata,De Sarkar, Suman. "Synthesis of Polysubstituted Quinolines from α-2-Aminoaryl Alcohols Via Nickel-Catalyzed Dehydrogenative Coupling". . p. 2309 - 2316. Retrieved 2018/02/23.