2-Isobutylaniline

Base Information

• Chemical Name: 2-Isobutylaniline
• CAS No.: 71182-59-7
• Molecular Formula: C10H15 N
• Molecular Weight: 149.236
• Hs Code.: 2921490090
• European Community (EC) Number: 275-256-1
• DSSTox Substance ID: DTXSID20991502
• Nikkaji Number: J308.747F
• Wikidata: Q82981311
• Mol file: 71182-59-7.mol

Synonyms:2-Isobutylaniline;71182-59-7;2-(2-methylpropyl)aniline;EINECS 275-256-1;MFCD00130034;o-isobutylaniline;SCHEMBL270111;DTXSID20991502;UCDCWSBXWOGCKR-UHFFFAOYSA-N;WCA18259;AC1619;AM9826;AKOS013203620;CS-12055;SY036357;CS-0210185;FT-0769630;EN300-106284;A914896;Z1171158156

Chemical Property of 2-Isobutylaniline

Chemical Property:

• Vapor Pressure: 0.0345mmHg at 25°C
• Boiling Point: 242.1°C at 760 mmHg
• Flash Point: 102.8°C
• PSA: 26.02000
• Density: 0.944g/cm³
• LogP: 3.04850
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 109

Purity/Quality:

98% ^*data from raw suppliers

2-Isobutylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=CC=C1N

Technology Process of 2-Isobutylaniline

There total 10 articles about 2-Isobutylaniline 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: 74.0%

Isobutyl bromide (78-77-3) + 2-bromoaniline (615-36-1) → 2-isobutylaniline (71182-59-7)

Guidance literature:

Isobutyl bromide; With magnesium; In tetrahydrofuran; at 55 ℃; for 1.58333h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at 39 ℃; for 1.75h; Inert atmosphere;

2-bromoaniline; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; trisodium Edetate; In tetrahydrofuran; water; at 32 - 33 ℃; for 0.5h; Inert atmosphere;

Reference yield: 50.0%

carbon monoxide (201230-82-2) + 2-(2-methylprop-2-en-1-yl)aniline (59816-87-4) → 4-methyl-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one (74118-04-0) + C11H15N (1251853-40-3) + 2-isobutylaniline (71182-59-7)

Guidance literature:

With C₂Cl₂O₂Rh^(1-)*C₃₂H₃₂N₂O₂Rh⁽¹⁺⁾; hydrogen; In tetrahydrofuran; at 100 ℃; under 5171.62 - 36201.3 Torr;

DOI:10.1016/j.tetlet.2010.07.048

Reference yield: 27.0%

2-methyl-2'-nitropropiophenone (49660-91-5) → 2-isobutylaniline (71182-59-7)

Guidance literature:

2-methyl-2'-nitropropiophenone; With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In ethanol; water; at 50 ℃; for 2h; under 3000.3 Torr;

With sodium hydroxide; In water; pH=9;

upstream raw materials:

2-methoxymethylaniline

isopropylmagnesium bromide

1-(2-methylprop-1-en-1-yl)-2-nitrobenzene

2-methyl-2'-nitropropiophenone

Downstream raw materials:

1-isobutyl-2-iodo-benzene

2-chloro-4-trifluoromethyl-5-thiazolecarboxylic acid-2'-isobutylanilide

C₁₈H₁₇NO₃

(1-bromo-2-methylpropyl)benzene

Refernces

• 1、 Okuro, Kazumi,Alper, Howard. "Ionic diamine rhodium complex catalyzed hydroaminomethylation of 2-allylanilines". scheme or table. p. 4959 - 4961. Retrieved 2011/01/12.
• 2、 -. "Para-bromination of ortho-alkyl anilines". . . Retrieved 2008/06/13.