2,2-Bis[4-(4-aminophenoxy)phenyl]propane

Base Information

• Chemical Name: 2,2-Bis[4-(4-aminophenoxy)phenyl]propane
• CAS No.: 13080-86-9
• Deprecated CAS: 158066-25-2
• Molecular Formula: C27H26N2O2
• Molecular Weight: 410.516
• Hs Code.: 29222990
• European Community (EC) Number: 235-985-8
• DSSTox Substance ID: DTXSID5051650
• Nikkaji Number: J92.430J
• Wikidata: Q72485932
• ChEMBL ID: CHEMBL3561460
• Mol file: 13080-86-9.mol

Synonyms:13080-86-9;2,2-Bis[4-(4-aminophenoxy)phenyl]propane;4,4'-(4,4'-Isopropylidenediphenyl-1,1'-diyldioxy)dianiline;4,4'-((Propane-2,2-diylbis(4,1-phenylene))bis(oxy))dianiline;4-[4-[2-[4-(4-aminophenoxy)phenyl]propan-2-yl]phenoxy]aniline;Benzenamine, 4,4'-[(1-methylethylidene)bis(4,1-phenyleneoxy)]bis-;158066-25-2;EINECS 235-985-8;2,2'-Bis(4-aminophenoxyphenyl)propane;4,4'-(Isopropylidenebis(4,1-phenyleneoxy))dianiline;DTXSID5051650;Bis(4-(4-aminophenoxy)phenyl)dimethyl methane;C27H26N2O2;4,4'-Isopropylidenebis(4,1-phenyleneoxy)dianiline;4,4'-((1-Methylethylidene)bis(4,1-phenyleneoxy))bisbenzenamine;Benzenamine, 4,4'-((1-methylethylidene)bis(4,1-phenyleneoxy))bis-;Bis(4-(4-aminophenoxy)phenyl)dimethylmethane;2,2'-Bis(4-aminophenoxyphenyl) propane (BAPP);4,4/'-(4,4/'-Isopropylidenediphenyl-1,1/'-diyldioxy)dianiline;4,4'-[isopropylidenebis(4,1-phenyleneoxy)]dianiline;4,4-(4,4-Isopropylidenediphenyl-1,1-diyldioxy)dianiline;4-(4-{2-[4-(4-aminophenoxy)phenyl]propan-2-yl}phenoxy)aniline;Oprea1_683233;SCHEMBL49650;CHEMBL3561460;DTXCID9030202;BCP30317;Tox21_303839;MFCD00039152;STK259703;AKOS001483292;CS-W009701;NCGC00357110-01;DS-11288;LS-28378;CAS-13080-86-9;2,2-bis[4-(4-aminophenoxy)-phenyl]propane;2,2-bis[4-(4-aminophenoxy)phenyl]-propane;A2735;B1551;FT-0609168;F10212;4,4'-Isopropylidenebis[(4-aminophenoxy)benzene];SR-01000389384;2,2'-Bis[4-(4-aminophenoxy)phenyl]propane, 98%;SR-01000389384-1;W-108345;4,4'-[propane-2,2-diylbis(benzene-4,1-diyloxy)]dianiline;4,4'-(4,4'-Isopropylidenediphenyl-1,1'-diyldioxy)dianiline, 98%;4,4'-(4,4'-Isopropylidenediphenyl-1,1a(2)-diyldioxy)dianiline;4,4\'-(4,4\'-Isopropylidenediphenyl-1,1\'-diyldioxy)dianiline;4-(4-{1-[4-(4-aminophenoxy)phenyl]-1-methylethyl}phenoxy)aniline;[4-(4-{1-[4-(4-aminophenoxy)phenyl]-1-methylethyl}phenoxy)phenyl]amine;4,4'-(4,4'-(propane-2,2-diyl)bis(4,1-phenylene))bis(oxy)dianiline;4-(4-(1-[4-(4-Aminophenoxy)phenyl]-1-methylethyl)phenoxy)aniline #;Benzenamine, 4,4'-[(1-methylethylidene) bis(4,1-phenyleneoxy)]bis-

Chemical Property of 2,2-Bis[4-(4-aminophenoxy)phenyl]propane

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-25℃
• Melting Point: 127-130 °C
• Boiling Point: 587.1 °C at 760 mmHg
• PKA: 5.16±0.10(Predicted)
• Flash Point: 322.8 °C
• PSA: 70.50000
• Density: 1.178 g/cm³
• LogP: 7.92390
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Very slightly soluble in water. Soluble in acetone, Dimethyl sulfoxide(DMSO).
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 410.199428076
• Heavy Atom Count: 31
• Complexity: 475

Purity/Quality:

99% ^*data from raw suppliers

4,4''-(4,4''-Isopropylidenediphenyl-1,1’-diyldioxy)dianiline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C1=CC=C(C=C1)OC2=CC=C(C=C2)N)C3=CC=C(C=C3)OC4=CC=C(C=C4)N
• Uses: It is applied in pharmaceutical industry. 4,4'-(4,4'-Isopropylidenediphenyl-1,1'-diyldioxy)dianiline is used for preparation polyimide and epoxy resin material.

Technology Process of 2,2-Bis[4-(4-aminophenoxy)phenyl]propane

There total 6 articles about 2,2-Bis[4-(4-aminophenoxy)phenyl]propane 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: 98.2%

2,2-bis[4-(4-nitrophenoxy)phenyl]propane (20653-11-6) → 2,2-bis-{4-(4-aminophenoxy)phenyl}propane (13080-86-9,158066-25-2)

Guidance literature:

With Ni-B/C; hydrazine hydrate; In ethanol; at 45 - 75 ℃; for 2h; Reagent/catalyst;

Reference yield: 85.0%

2,2-bis[4-(4-nitrophenoxy)phenyl]propane (20653-11-6) + hydrazine hydrate (7803-57-8,79785-97-0) → 2,2-bis-{4-(4-aminophenoxy)phenyl}propane (13080-86-9,158066-25-2)

Guidance literature:

2,2-bis[4-(4-nitrophenoxy)phenyl]propane; With palladium 10% on activated carbon; In ethanol; at 50 ℃; Reflux;

hydrazine hydrate; In ethanol; at 80 - 90 ℃; for 3h;

DOI:10.1039/c4ra06211f

Reference yield:

BPA (80-05-7) → 2,2-bis-{4-(4-aminophenoxy)phenyl}propane (13080-86-9,158066-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂CO₃

2: Zn, AcOH

With sodium carbonate; acetic acid; zinc;

upstream raw materials:

2,2-bis[4-(4-nitrophenoxy)phenyl]propane

BPA

4-chlorobenzonitrile

4-Fluoronitrobenzene

Downstream raw materials:

2,2-bis{4-[4-(4-aminophenyldiazenyl)phenoxy]phenyl}propane

2,2-bis{4-[4-(4-acetamidophenyldiazenyl)phenoxy]phenyl}propane

C₄₉H₃₆N₄O₈

2,2'-bis-[4-(4-maleimidephenoxy)phenyl]propane

Refernces

• 1、 -. "Bis(azobenzene) diamines and photomechanical polymers made therefrom". Page/Page column 18-19. . Retrieved 2017/05/31.
• 2、 Wang, David H.,Wie, Jeong Jae,Lee, Kyung Min,White, Timothy J.,Tan, Loon-Seng. "Impact of backbone rigidity on the photomechanical response of glassy, azobenzene-functionalized polyimides". . p. 659 - 667. Retrieved 2014/02/14.