1,4-Bis(2-aminophenoxy)butane

Base Information

• Chemical Name: 1,4-Bis(2-aminophenoxy)butane
• CAS No.: 77804-76-3
• Molecular Formula: C16H20N2O2
• Molecular Weight: 272.347
• DSSTox Substance ID: DTXSID90405520
• Nikkaji Number: J3.116.089H
• Wikidata: Q82210112
• Mol file: 77804-76-3.mol

Synonyms:1,4-Bis(2-aminophenoxy)butane;77804-76-3;Benzenamine, 2,2'-[1,4-butanediylbis(oxy)]bis-;SCHEMBL10387995;DTXSID90405520

Chemical Property of 1,4-Bis(2-aminophenoxy)butane

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 272.152477885
• Heavy Atom Count: 20
• Complexity: 237

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)OCCCCOC2=CC=CC=C2N

Technology Process of 1,4-Bis(2-aminophenoxy)butane

There total 5 articles about 1,4-Bis(2-aminophenoxy)butane 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:

sodium o-nitrophenate (824-39-5) → 2,2′-(butane-1,4-diylbis(oxy))dianiline (77804-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 20 - 100 °C

2: Sn, conc. HCl / aq. ethanol / 4 h / 60 °C

With hydrogenchloride; tin; In ethanol; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.67.1615

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → 2,2′-(butane-1,4-diylbis(oxy))dianiline (77804-76-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / ethanol

2: 60 percent / dimethylformamide / 2 h / Heating

3: 97 percent / 10percent Pd/C / ethanol

With sodium hydroxide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → 2,2′-(butane-1,4-diylbis(oxy))dianiline (77804-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 115 °C / Inert atmosphere; Schlenk technique

2: palladium 10% on activated carbon; hydrazine hydrate / ethanol / 8 h / 80 °C / Inert atmosphere; Schlenk technique

With palladium 10% on activated carbon; potassium carbonate; hydrazine hydrate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/acs.inorgchem.0c02567

upstream raw materials:

sodium o-nitrophenate

2-hydroxynitrobenzene

4-nitro-phenol

Downstream raw materials:

C₃₀H₂₆Cl₂N₂O₄

[(1Z)-1H-pyrrole-2-ylmethylene]{2-[4-(2-{[(1Z)-1H-pyrrole-2-ylmethylene]amino}phenoxy)butoxy]phenyl}amine

17-(Toluene-4-sulfonyl)-2,7-dioxa-14,17,20-triaza-tricyclo[19.4.0.0^8,13]pentacosa-1⁽²⁵⁾,8⁽¹³⁾,9,11,21,23-hexaene

1,4-bis(o-aminophenoxy)butane-N,N,N',N'-tetraacetic acid