2,4,6-Trimethoxyaniline

Base Information

• Chemical Name: 2,4,6-Trimethoxyaniline
• CAS No.: 14227-17-9
• Molecular Formula: C9H13NO3
• Molecular Weight: 183.207
• Hs Code.: 2922299090
• European Community (EC) Number: 238-095-8
• DSSTox Substance ID: DTXSID70161990
• Nikkaji Number: J216.915K
• Wikidata: Q83030482
• Mol file: 14227-17-9.mol

Synonyms:2,4,6-Trimethoxyaniline;14227-17-9;Benzenamine, 2,4,6-trimethoxy-;EINECS 238-095-8;2,4,6-trimethoxybenzenamine;2,4,6-tri-methoxyaniline;2,4,6-trimethoxy-phenylamine;SCHEMBL1122691;DTXSID70161990;(2,4,6-trimethoxy-phenyl)-amine;MFCD00017165;AKOS000140047;CS-W007291;FT-0748636;EN300-176234;A885205;W-205571

Chemical Property of 2,4,6-Trimethoxyaniline

Chemical Property:

• Melting Point: 29-31 °C
• Boiling Point: 306.9 °C at 760 mmHg
• PKA: 5.08±0.10(Predicted)
• Flash Point: 152.5 °C
• PSA: 53.71000
• Density: 1.118 g/cm³
• LogP: 1.87580
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 183.08954328
• Heavy Atom Count: 13
• Complexity: 140

Purity/Quality:

98%min ^*data from raw suppliers

2,4,6-Trimethoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)OC)N)OC

Technology Process of 2,4,6-Trimethoxyaniline

There total 9 articles about 2,4,6-Trimethoxyaniline 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: 100.0%

1-(2,4,6-trimethoxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester (148678-90-4) → 2,4,6-trimethoxyaniline (14227-17-9)

Guidance literature:

With acetic acid; zinc; for 0.75h; Ambient temperature;

DOI:10.1021/jo00082a035

Reference yield: 95.0%

1,3,5-trimethoxy-2-nitrobenzene (14227-18-0) → 2,4,6-trimethoxyaniline (14227-17-9)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 35 ℃; for 24h; under 760.051 Torr; Schlenk technique;

DOI:10.1016/j.tetlet.2018.02.064

Reference yield: 84.0%

1-(2,4,6-trimethoxyphenyl)ethanone (832-58-6) → 2,4,6-trimethoxyaniline (14227-17-9)

Guidance literature:

With O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid; In ethanol; at 20 ℃; for 24h;

upstream raw materials:

1,3,5-trimethoxy-2-nitrobenzene

1-(2,4,6-trimethoxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester

(1,3-dimethyl-imidazolidin-2-ylidene)-(2,4,6-trimethoxy-phenyl)-amine

1,2,3-trimethoxybenzene

Downstream raw materials:

2,4,6-trimethoxyphenyl isocyanate

(1) 2-dodecyl-α-phenyl-N-(2,4,6-trimethoxyphenyl)-2H-tetrazole-5-acetamide

Refernces

• 1、 Zheng, Meifang,Ghosh, Indrajit,K?nig, Burkhard,Wang, Xinchen. "Metal-free Semiconductor Photocatalysis for sp2 C?H Functionalization with Molecular Oxygen". . p. 703 - 706. Retrieved 2019/01/04.
• 2、 Chen, Zhichao,Qiu, Yatao,Wu, Xiaoxing,Ni, Yong,Shen, Li,Wu, Jun,Jiang, Sheng. "Highly selective reduction of nitrobenzenes to azoxybenzenes with a copper catalyst". supporting information. p. 1382 - 1384. Retrieved 2018/03/06.