4-(o-Tolyloxy)aniline

Base Information

• Chemical Name: 4-(o-Tolyloxy)aniline
• CAS No.: 56705-83-0
• Molecular Formula: C13H13NO
• Molecular Weight: 199.252
• Hs Code.: 2922299090
• European Community (EC) Number: 260-349-1
• DSSTox Substance ID: DTXSID70205267
• Nikkaji Number: J267.094A
• Wikidata: Q83078783
• Mol file: 56705-83-0.mol

Synonyms:4-(2-methylphenoxy)aniline;56705-83-0;4-(o-Tolyloxy)aniline;[4-(2-methylphenoxy)phenyl]amine;Benzenamine, 4-(2-methylphenoxy)-;EINECS 260-349-1;4-(2-methylphenoxy)phenylamine;4-o-tolyloxyphenylamine;SCHEMBL554682;F9995-0150;4-(2-Methylphenoxy)benzenamine;DTXSID70205267;MFCD02663364;AKOS000113290;PS-8228;4-(2-methylphenoxy)aniline, AldrichCPR;EN300-236267;AK-918/40788882;Z57127507

Chemical Property of 4-(o-Tolyloxy)aniline

Chemical Property:

• Vapor Pressure: 0.000211mmHg at 25°C
• Melting Point: 61-62℃
• Refractive Index: 1.608
• Boiling Point: 326.8 °C at 760 mmHg
• Flash Point: 155.3 °C
• PSA: 35.25000
• Density: 1.115g/cm³
• LogP: 3.95070
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.099714038
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(2-Methylphenoxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1OC2=CC=C(C=C2)N

Technology Process of 4-(o-Tolyloxy)aniline

There total 10 articles about 4-(o-Tolyloxy)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: 94.0%

1-methyl-2-(4-nitrophenoxy)benzene (2444-29-3) → 4-(2-methylphenoxy)aniline (56705-83-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; under 2280.15 Torr;

DOI:10.1021/jm9905007

Reference yield: 93.0%

ortho-cresol (95-48-7,77504-84-8) + 4-bromo-aniline (106-40-1) → 4-(2-methylphenoxy)aniline (56705-83-0)

Guidance literature:

With potassium carbonate; 1-Butylimidazole; copper(l) chloride; In tetradecane; toluene; at 120 ℃; for 16h; Product distribution / selectivity;

Reference yield: 47.0%

ortho-methylphenyl iodide (615-37-2) + 4-amino-phenol (123-30-8) → 4-(2-methylphenoxy)aniline (56705-83-0)

Guidance literature:

With copper(l) iodide; potassium carbonate; (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane; In propyl cyanide; at 70 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja9081815

upstream raw materials:

1-methyl-2-(4-nitrophenoxy)benzene

ortho-cresol

4-chlorobenzonitrile

potassium o-cresolate

Downstream raw materials:

4'-(2-Methyl-phenoxy)-2-methyl-diphenylthioaether

((2S,4S)-1-(4-(o-tolyloxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)methanol

2-((2S,4S)-1-(4-(o-tolyloxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

((2S,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)methanol

Refernces

• 1、 -. "PROCESS FOR THE CATALYTIC SYNTHESIS OF DIARYL ETHERS". Page/Page column 3; 5. . Retrieved 2009/06/27.
• 2、 Kirkland, Thomas A.,Adler, Marc,Bauman, John G.,Chen, Ming,Haeggstroem, Jesper Z.,King, Beverly,Kochanny, Monica J.,Liang, Amy M.,Mendoza, Lisa,Phillips, Gary B.,Thunnissen, Marjolein,Trinh, Lan,Whitlow, Marc,Ye, Bin,Ye, Hong,Parkinson, John,Guilford, William J.. "Synthesis of glutamic acid analogs as potent inhibitors of leukotriene A4 hydrolase". . p. 4963 - 4983. Retrieved 2008/12/21.