5-tert-Butyl-2-methoxyaniline

Base Information

• Chemical Name: 5-tert-Butyl-2-methoxyaniline
• CAS No.: 3535-88-4
• Molecular Formula: C11H17NO
• Molecular Weight: 179.262
• Hs Code.: 2922299090
• European Community (EC) Number: 627-617-3
• Mol file: 3535-88-4.mol

Synonyms:5-tert-Butyl-2-methoxyaniline;3535-88-4;5-(tert-butyl)-2-methoxyaniline;5-tert-Butyl-o-anisidine;2-Amine-4-tert-butylanisole;2-Amino-4-tert-butylanisole;MFCD00026299;Benzenamine, 5-(1,1-dimethylethyl)-2-methoxy-;4-tert-Butyl-o-anisidine;SCHEMBL330163;2-Amine-4-Tert-Butyl Anisole;5-tert-Butyl-o-anisidine, 97%;DLTLFDQLMFMTRQ-UHFFFAOYSA-N;5-tert-butyl-2-methoxy-phenylamine;AMY28515;AKOS000120108;AS-60550;SY274621;CS-0154915;FT-0600547;D94724;A822754

Chemical Property of 5-tert-Butyl-2-methoxyaniline

Chemical Property:

• Vapor Pressure: 0.0054mmHg at 25°C
• Melting Point: 29-30 °C(lit.)
• Refractive Index: 1.521
• Boiling Point: 274.454 °C at 760 mmHg
• PKA: 4?+-.0.10(Predicted)
• Flash Point: 114.573 °C
• PSA: 35.25000
• Density: 0.983 g/cm³
• LogP: 3.15610
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.131014166
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

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

5-tert-Butyl-2-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=C(C=C1)OC)N
• Uses: 5-tert-Butyl-o-anisidine may be used for the preparation of anisole containing polypyridylamine, a potential tetradentate ligand.

Technology Process of 5-tert-Butyl-2-methoxyaniline

There total 5 articles about 5-tert-Butyl-2-methoxyaniline 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:

1-methoxy-2-nitro-4-(tert-butyl)benzene (91247-60-8) → 5-tert-butyl-2-methoxyaniline (3535-88-4)

Guidance literature:

With iron;

Reference yield:

1-(tert-butyl)-4-methoxybenzene (5396-38-3) → 5-tert-butyl-2-methoxyaniline (3535-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium peroxydisulfate; tris(1,10-phenathrolinyl)ruthenium(II) hexafluorophosphate / acetonitrile; water / 3 h / 23 °C / Irradiation; Schlenk technique; Inert atmosphere

2: pyrrolidine / 12 h / 70 °C

With pyrrolidine; ammonium peroxydisulfate; tris(1,10-phenathrolinyl)ruthenium(II) hexafluorophosphate; In water; acetonitrile;

DOI:10.1021/acs.orglett.0c00822

Reference yield:

C16H20NO(1+) → 5-tert-butyl-2-methoxyaniline (3535-88-4)

Guidance literature:

With pyrrolidine; at 70 ℃; for 12h;

DOI:10.1021/acs.orglett.0c00822

upstream raw materials:

1-methoxy-2-nitro-4-(tert-butyl)benzene

para-tert-butylphenol

N-(5-tert-butyl-2-methoxy-phenyl)-hydroxylamine

1-(tert-butyl)-4-methoxybenzene

Downstream raw materials:

4-tert-butyl-2-isocyanato-1-methoxybenzene

C₂₃H₃₃N₅O₃

Refernces

• 1、 Spence, John D.,Raymond, Ashley E.,Norton, Dianne E.. "Condensations of N-arylhydroxylamines for the preparation of 5,5′-di-tert-butyl-2,2′-dihydroxydiphenylamine". . p. 849 - 851. Retrieved 2007/10/03.