N-Isopropyl-M-toluidine

Base Information

• Chemical Name: N-Isopropyl-M-toluidine
• CAS No.: 10219-26-8
• Molecular Formula: C10H15 N
• Molecular Weight: 149.236
• European Community (EC) Number: 664-891-3
• DSSTox Substance ID: DTXSID00402323
• Nikkaji Number: J3.070.788E
• Wikidata: Q82205717
• Mol file: 10219-26-8.mol

Synonyms:N-Isopropyl-M-toluidine;10219-26-8;N-Isopropyl-3-methylaniline;3-methyl-N-propan-2-ylaniline;Benzenamine, 3-methyl-N-(1-methylethyl)-;3-methyl-N-(propan-2-yl)aniline;SCHEMBL632551;DTXSID00402323;AKOS000224110;CS-0277302;FT-0721261;EN300-145914;F79212

Chemical Property of N-Isopropyl-M-toluidine

Chemical Property:

• PSA: 12.03000
• LogP: 2.88830
• XLogP3: 3.4
• 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%,99%, ^*data from raw suppliers

N-ISOPROPYL-M-TOLUIDINE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)NC(C)C

Technology Process of N-Isopropyl-M-toluidine

There total 7 articles about N-Isopropyl-M-toluidine 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: 99.0%

diisopropylamine (108-18-9) + 1-amino-3-methylbenzene (108-44-1) → N-isopropyl-3-methylaniline (10219-26-8)

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: 88.0%

2,2-dimethoxy-propane (77-76-9) + 1-amino-3-methylbenzene (108-44-1) → N-isopropyl-3-methylaniline (10219-26-8)

Guidance literature:

2,2-dimethoxy-propane; With decaborane; In methanol; water; at 20 ℃; for 1h;

1-amino-3-methylbenzene; With decaborane; In methanol; water; at 20 ℃; for 4h;

DOI:10.1081/SCC-120023997

Reference yield: 85.0%

2-Methoxypropene (116-11-0) + 1-amino-3-methylbenzene (108-44-1) → N-isopropyl-3-methylaniline (10219-26-8)

Guidance literature:

2-Methoxypropene; With decaborane; In methanol; water; at 20 ℃; for 1h;

1-amino-3-methylbenzene; With decaborane; In methanol; water; at 20 ℃; for 4h;

DOI:10.1081/SCC-120023997

upstream raw materials:

2-iodo-propane

1-amino-3-methylbenzene

aluminum isopropoxide

isopropyl alcohol

Downstream raw materials:

[iPrNH₂(3-MeC₆H₁₀)][HB(C₆F₅)3]

1-isopropyl-4-(3-methylphenyl)-3,4-dihydro-2(1H)-quinazolinone

(1-isopropyl)-1-(m-tolyl)urea

2-(4-fluorobenzoyl)-N-isopropyl-5-methylaniline

Refernces

• 1、 Heckmann, Christian M.,Paradisi, Francesca. "GPhos Ligand Enables Production of Chiral N-Arylamines in a Telescoped Transaminase-Buchwald-Hartwig Amination Cascade in the Presence of Excess Amine Donor". supporting information. p. 16616 - 16620. Retrieved 2021/10/12.
• 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.