2-methyl-N-(propan-2-yl)aniline

Base Information

• Chemical Name: 2-methyl-N-(propan-2-yl)aniline
• CAS No.: 2100-43-8
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• DSSTox Substance ID: DTXSID201288077
• Nikkaji Number: J3.070.789C
• Mol file: 2100-43-8.mol

Synonyms:2-methyl-N-(propan-2-yl)aniline;2100-43-8;2-methyl-N-propan-2-ylaniline;o-Toluidine, N-isopropyl-;N-Isopropyl-o-toluidine;Benzenamine, 2-methyl-N-(1-methylethyl)-;2-methyl-isopropylaniline;SCHEMBL4750832;DTXSID201288077;CAA10043;AKOS000241810;2-Methyl-N-(1-methylethyl)benzenamine;CS-0258532;EN300-70432;Z267168760

Chemical Property of 2-methyl-N-(propan-2-yl)aniline

Chemical Property:

• XLogP3: 3
• 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:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC(C)C

Technology Process of 2-methyl-N-(propan-2-yl)aniline

There total 5 articles about 2-methyl-N-(propan-2-yl)aniline 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: 97.0%

2-Methoxypropene (116-11-0) + o-toluidine (95-53-4) → 2-methyl-N-(propan-2-yl)aniline (2100-43-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 3h;

DOI:10.1055/s-2005-863704

Reference yield: 83.0%

diisopropylamine (108-18-9) + o-toluidine (95-53-4) → 2-methyl-N-(propan-2-yl)aniline (2100-43-8)

Guidance literature:

With μ-diiodo-di((η5-pentamethylcyclopentadienyl)(iodo)iridium); In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 10h; Inert atmosphere;

DOI:10.1002/anie.200904028

Reference yield: 82.0%

2-iodo-propane (75-30-9) + o-toluidine (95-53-4) → 2-methyl-N-(propan-2-yl)aniline (2100-43-8)

Guidance literature:

With sodium hydroxide; at 105 ℃; for 12h; Inert atmosphere;

DOI:10.3762/bjoc.12.174

upstream raw materials:

isopropyl bromide

o-toluidine

2-iodo-propane

2-Methoxypropene

Downstream raw materials:

[iPrNH₂(2-MeC₆H₁₀)][HB(C₆F₅)3]

N,N-diisopropyl(2-methylphenyl)amine

Refernces

• 1、 Zou, Qingzhu,Wang, Chao,Smith, Jen,Xue, Dong,Xiao, Jianliang. "Alkylation of Amines with Alcohols and Amines by a Single Catalyst under Mild Conditions". supporting information. p. 9656 - 9661. Retrieved 2015/06/30.
• 2、 Saidi, Ourida,Williams, Jonathan M. J.,Blacker, A. John,Farah, Mohamed M.,Marsden, Stephen P.. "Selective amine cross-coupling using iridium-catalyzed "borrowing hydrogen" methodology". supporting information; experimental part. p. 7375 - 7378. Retrieved 2009/12/28.