2,5-DI-TERT-BUTYLANILINE

Base Information

• Chemical Name: 2,5-DI-TERT-BUTYLANILINE
• CAS No.: 21860-03-7
• Molecular Formula: C14H23 N
• Molecular Weight: 205.343
• Mol file: 21860-03-7.mol

Synonyms:Aniline,2,5-di-tert-butyl- (6CI,7CI,8CI); 2,5-Di-tert-butylaniline

Chemical Property of 2,5-DI-TERT-BUTYLANILINE

Chemical Property:

• Vapor Pressure: 0.0016mmHg at 25°C
• Melting Point: 103-106 °C(lit.)
• Refractive Index: 1.509
• Boiling Point: 294.7°C at 760 mmHg
• Flash Point: 129.3°C
• PSA: 26.02000
• Density: 0.912g/cm³
• LogP: 4.44500

Purity/Quality:

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

2,5-Di-tert-butylaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,5-Di-tert-butylaniline has been used in the preparation of:new rigid bidentate nitrogen ligands 1,2-bis[(2,5-di-tert-butylphenyl)imino]acenaphthene (dtb-BIAN)N-(2,5-di-tert-butylphenyl)perylene-3,4-dicarboximide

Technology Process of 2,5-DI-TERT-BUTYLANILINE

There total 5 articles about 2,5-DI-TERT-BUTYLANILINE 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: 79.0%

2,5-di-tert-butylnitrobenzene (3463-35-2) → 2,5-di-tert-butylaniline (21860-03-7)

Guidance literature:

With hydrogenchloride; iron; In ethanol; for 48h; Heating;

DOI:10.1016/S0040-4020(99)00237-9

Reference yield: 8.3%

methyl 3,6-di-tert-butyl-1H-azepine-1-carboxylate (87086-78-0) → 2,5-di-tert-butylaniline (21860-03-7) + 3,6-di-tert-butyl-2H-azepine (136880-94-9) + 3,6-di-tert-butyl-4H-azepine (136880-95-0) + 3,6-Di-tert-butyl-3H-azepine (120783-69-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In xylene; for 6h; Heating;

DOI:10.1039/c39910001154

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2,5-di-tert-butylaniline (21860-03-7)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂SO₄

2: AlCl₃ / 45 °C

3: glacial acetic acid; acetic acid anhydride; HNO₃ / 30 - 40 °C

4: nickel; isopropyl alcohol / 100 °C / 58840.6 Torr / Hydrogenation

With aluminium trichloride; sulfuric acid; nitric acid; acetic anhydride; nickel; acetic acid; isopropyl alcohol;

DOI:10.1021/ja01201a001

upstream raw materials:

2,5-di-tert-butylnitrobenzene

methyl 3,6-di-tert-butyl-1H-azepine-1-carboxylate

1,4-di-tert-butylbenzene

tert-butylbenzene

Downstream raw materials:

2,5-di-tert-butylphenol

N-(2,5-di-tert-butyl-phenyl)-acetamide

4-bromo-2,5-di-tert-butyl-aniline

N,N'-bis(2,5-di-tert-butylphenyl)perylene-3,4:9,10-bis(dicarboximide)

Refernces

• 1、 Curran, Dennis P.,Geib, Steven,DeMello, Nicholas. "Rotational features of carbon-nitrogen bonds in N-aryl maleimides. Atroposelective reactions of o-tert-butylphenylmaleimides". . p. 5681 - 5704. Retrieved 2007/10/03.