3,4,4'-Triaminodiphenyl ether

Base Information

• Chemical Name: 3,4,4'-Triaminodiphenyl ether
• CAS No.: 6264-66-0
• Molecular Formula: C12H13N3O
• Molecular Weight: 215.255
• Hs Code.: 2922299090
• European Community (EC) Number: 228-425-9
• UNII: FG7FY3NCN4
• DSSTox Substance ID: DTXSID1021372
• Nikkaji Number: J59.962J
• Wikidata: Q81983746
• ChEMBL ID: CHEMBL3183092
• Mol file: 6264-66-0.mol

Synonyms:3,4,4'-Triaminodiphenyl ether;6264-66-0;4-(4-aminophenoxy)benzene-1,2-diamine;1,2-Benzenediamine, 4-(4-aminophenoxy)-;4-(4-Aminophenoxy)-1,2-benzenediamine;CCRIS 6683;3,4,4'-Triaminodiphenyl oxide;o-Phenylenediamine, 4-(p-aminophenoxy)-;EINECS 228-425-9;FG7FY3NCN4;BRN 2731947;1,2-Benzenediamine,4-(4-aminophenoxy)-;DTXSID1021372;4-[(4-aminophenyl)oxy]benzene-1,2-diamine;3,4,4'-TRIAMINODIPHENYLETHER;UNII-FG7FY3NCN4;CBMicro_013243;Cambridge id 5172395;Oprea1_471001;SCHEMBL301889;DTXCID601372;CHEMBL3183092;SMSF0004067;Tox21_301531;MFCD00191504;AKOS001625392;CB02796;SB78750;NCGC00255251-01;AS-47996;BP-10642;BIM-0013140.P001;CAS-6264-66-0;4-(4-Aminophenoxy)-1,2-benzenediamine #;LS-105831;CS-0210255;FT-0724202;T1561;F17502;AB00074833-01;1,2-Benzenediamine, 4-(4-aminophenoxy)- (9CI);A868412

Chemical Property of 3,4,4'-Triaminodiphenyl ether

Chemical Property:

• Vapor Pressure: 9.92E-08mmHg at 25°C
• Melting Point: 150-152 °C
• Refractive Index: 1.712
• Boiling Point: 433.9 °C at 760 mmHg
• PKA: 5.22±0.10(Predicted)
• Flash Point: 246.5 °C
• PSA: 87.29000
• Density: 1.289 g/cm³
• LogP: 3.96910
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 215.105862047
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

98% ^*data from raw suppliers

3,4,4'-Triaminodiphenyl Ether >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)OC2=CC(=C(C=C2)N)N

Technology Process of 3,4,4'-Triaminodiphenyl ether

There total 8 articles about 3,4,4'-Triaminodiphenyl ether 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: 87.0%

4-amino-3,4'-dinitrodiphenyl ether (40257-56-5) → 1,2-diamino-4-(4-aminophenoxy)benzene (6264-66-0)

Guidance literature:

With iron(III) chloride; hydrazine hydrate; In butan-1-ol; at 95 - 105 ℃; for 0.5h;

DOI:10.1023/B:RUJO.0000010185.19571.76

Reference yield:

5-(4-((2-fluoro-5-(trifluoromethyl)phenyl)aminocarbonylamino)phenoxy)-2-nitroaniline → 4-(4-((2-Fluoro-5-(trifluoromethyl)phenyl)aminocarbonylamino)phenoxy)phenylene-1,2-diamine + 1,2-diamino-4-(4-aminophenoxy)benzene (6264-66-0)

Guidance literature:

palladium-carbon; In ethanol;

Reference yield:

4-nitrophenyl 4'-acetamidophenyl ether (2687-40-3) → 1,2-diamino-4-(4-aminophenoxy)benzene (6264-66-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / acetic anhydride; HNO₃ / CHCl₃; H₂O / 6 h / 45 - 50 °C

2: 96 percent / NaOH / propan-2-ol; H₂O / 70 - 75 °C

3: 87 percent / hydrazine hydrate; FeCl₃ / activated carbon / Heating

With sodium hydroxide; nitric acid; acetic anhydride; iron(III) chloride; hydrazine hydrate; pyrographite; In chloroform; water; isopropyl alcohol;

DOI:10.1023/B:RUGC.0000007620.98209.c6

upstream raw materials:

4-amino-3,4'-dinitrodiphenyl ether

4-nitrophenyl 4'-acetamidophenyl ether

4-acetaminophenol

4-(4-nitrophenoxy)aniline

Downstream raw materials:

C₄₆H₃₂N₆O₂

methyl (5-(4-aminophenoxy)-1H-benzimidazol-2-yl)carbamate

C₅₂H₃₆N₆O₃

bis-{4-[7-(4-amino-phenoxy)-3-phenyl-quinoxalin-2-yl]-phenyl}-methanone