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4,4'-Bis(4-aminophenoxy)biphenyl
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Name

4,4'-Bis(4-aminophenoxy)biphenyl

 EINECS 627-298-0
CAS No. 13080-85-8 Density 1.226 g/cm3
PSA 70.50000 LogP 7.26500
Solubility N/A Melting Point 197-200 °C(lit.)
Formula C24H20N2O2 Boiling Point 571.365 °C at 760 mmHg
Molecular Weight 368.435 Flash Point 321.516 °C
Transport Information N/A Appearance N/A
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 13080-85-8 (4,4'-Bis(4-aminophenoxy)biphenyl) Hazard Symbols IrritantXi
Synonyms

Aniline,4,4'-(4,4'-biphenylylenedioxy)di- (7CI,8CI);4,4'-(4-Aminophenoxy)biphenyl;4,4'-Bis(4-aminophenoxy)-1,1'-biphenyl;4,4'-Bis(4-aminophenoxy)biphenyl;4,4'-Bis(p-aminophenoxy)biphenyl;BAPB;

Article Data 5

4,4'-Bis(4-aminophenoxy)biphenyl Synthetic route

17095-00-0

4,4'-bis(4-nitrophenoxy)biphenyl

13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

Conditions
ConditionsYield
With hydrogen; nickel; triethylamine In ethyl acetate at 20 - 60℃; under 11400.8 Torr; Reagent/catalyst; Inert atmosphere;99%
With hydrogenchloride; tin(ll) chloride In water at 60℃; for 3h;63%
13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

500295-67-0

4,4'-bis(4-aminophenoxy)biphenyl-3,3'-disulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 50℃;100%
Stage #1: 4,4'-bis(4-aminophenoxy)biphenyl With sulfuric acid at 0℃; Heating;
Stage #2: With fuming sulfuric acid at 0 - 50℃; for 2.5h;
13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

123-08-0

4-hydroxy-benzaldehyde

C38H28N2O4

Conditions
ConditionsYield
With acetic acid In N,N-dimethyl-formamide at 100 - 110℃; for 2h;93.4%
623-12-1

4-chloromethoxybenzene

13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

N-(4-methoxyphenyl)-4-{4-[4-(4-methoxyanilino)phenoxy]phenyl}phenoxyaniline

Conditions
ConditionsYield
With sodium t-butanolate; Ni(0)*2IPr In 1,4-dioxane at 100℃;93%
13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

104-88-1

4-chlorobenzaldehyde

C38H26Cl2N2O2

Conditions
ConditionsYield
With acetic acid In N,N-dimethyl-formamide at 100 - 110℃; for 2h;92.7%
13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

108-90-7

chlorobenzene

N-phenyl-4-{4-[4-(4-anilinophenoxy)phenyl]phenoxy}aniline

Conditions
ConditionsYield
With sodium t-butanolate; Ni(0)*2IPr In 1,4-dioxane at 100℃;91%
13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

555-16-8

4-nitrobenzaldehdye

C38H26N4O6

Conditions
ConditionsYield
With acetic acid In N,N-dimethyl-formamide at 100 - 110℃; for 2h;89.2%
50961-54-1

4-(4-nitrophenoxy)benzaldehyde

13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

C50H34N4O8

Conditions
ConditionsYield
With acetic acid In N,N-dimethyl-formamide at 100 - 110℃; for 2h;88.3%
13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

100-10-7

4-dimethylamino-benzaldehyde

C42H38N4O2

Conditions
ConditionsYield
With acetic acid In N,N-dimethyl-formamide at 100 - 110℃; for 2h;86.9%
13080-85-8

4,4'-bis(4-aminophenoxy)biphenyl

120-21-8

4-Diethylaminobenzaldehyde

C46H46N4O2

Conditions
ConditionsYield
With acetic acid In N,N-dimethyl-formamide at 100 - 110℃; for 2h;82.7%

4,4'-Bis(4-aminophenoxy)biphenyl Specification

The Benzenamine,4,4'-[[1,1'-biphenyl]-4,4'-diylbis(oxy)]bis-, with CAS registry number 13080-85-8, belongs to the following product categories: (1)Biphenyl & Diphenyl ether; (2)Biphenyls (for High-Performance Polymer Research); (3)Functional Materials; (4)Reagent for High-Performance Polymer Research. It has the systematic name of 4,4'-[biphenyl-4,4'-diylbis(oxy)]dianiline. And the chemical formula of this chemical is C24H20N2O2.

Physical properties of Benzenamine,4,4'-[[1,1'-biphenyl]-4,4'-diylbis(oxy)]bis-: (1)ACD/LogP: 3.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.5; (4)ACD/LogD (pH 7.4): 3.66; (5)ACD/BCF (pH 5.5): 249.26; (6)ACD/BCF (pH 7.4): 353.82; (7)ACD/KOC (pH 5.5): 1634.14; (8)ACD/KOC (pH 7.4): 2319.61; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 24.94 Å2; (13)Index of Refraction: 1.669; (14)Molar Refractivity: 112.2 cm3; (15)Molar Volume: 300.4 cm3; (16)Polarizability: 44.48×10-24cm3; (17)Surface Tension: 54 dyne/cm; (18)Enthalpy of Vaporization: 85.68 kJ/mol; (19)Vapour Pressure: 4.59E-13 mmHg at 25°C.

Uses of Benzenamine,4,4'-[[1,1'-biphenyl]-4,4'-diylbis(oxy)]bis-: it can be used to produce cyano-acetic acid 4-{[4-(4'-{4-[(4-cyanoacetoxy-benzylidene)-amino]-phenoxy}-biphenyl-4-yloxy)-phenylimino]-methyl}-phenyl ester. This reaction will need reagent AcOH and solvent dimethylformamide. The reaction time is 2 hour(s) with reaction temperature of 100 - 110 ℃. The yield is about 67.7%.

When you are using this chemical, please be cautious about it as the following:
The Benzenamine,4,4'-[[1,1'-biphenyl]-4,4'-diylbis(oxy)]bis- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c3ccc(c2ccc(Oc1ccc(N)cc1)cc2)cc3)c4ccc(cc4)N
(2)InChI: InChI=1/C24H20N2O2/c25-19-5-13-23(14-6-19)27-21-9-1-17(2-10-21)18-3-11-22(12-4-18)28-24-15-7-20(26)8-16-24/h1-16H,25-26H2
(3)InChIKey: HYDATEKARGDBKU-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C24H20N2O2/c25-19-5-13-23(14-6-19)27-21-9-1-17(2-10-21)18-3-11-22(12-4-18)28-24-15-7-20(26)8-16-24/h1-16H,25-26H2
(5)Std. InChIKey: HYDATEKARGDBKU-UHFFFAOYSA-N

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