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

Name
4,4'-Bis(4-aminophenoxy)biphenyl
EINECS 627-298-0
CAS No. 13080-85-8
Article Data5
CAS DataBase
Density 1.226 g/cm³
Solubility
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
Appearance
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 70.50000
LogP 7.26500

Synthetic route

: 17095-00-0
4,4'-bis(4-nitrophenoxy)biphenyl

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: 108-95-2
phenol

: 4,4'-bis(4-hydroxyphenyldiazenyl-4-phenoxy)biphenyl

Conditions

Conditions	Yield
Stage #1: 4,4'-bis(4-aminophenoxy)biphenyl With hydrogenchloride; sodium nitrite In water at 5℃; Stage #2: phenol With sodium carbonate; sodium hydroxide In water at 5℃; for 5h;	72%

: 95-49-8
2-methylchlorobenzene

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: N-(4-{4-[4-(4-aminophenoxy)phenyl]phenoxy}phenyl)-2-methylaniline

Conditions

Conditions	Yield
With sodium t-butanolate; Ni(0)*2IPr In tetrahydrofuran at 65℃; for 4h;	68%

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: 100-52-7
benzaldehyde

: C38H28N2O2

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 100 - 110℃; for 2h;	63.7%

: 23911-26-4
diethylenetriaminepentaacetic dianhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: 1364601-70-6
C38H39N5O10

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	33%

: 4-(p-nonylphenoxy)benzaldehyde

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: C68H72N2O4

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide at 100 - 110℃; for 2h;	30.3%

: 108-31-6
maleic anhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: C32H20N2O6

Conditions

Conditions	Yield
Stage #1: maleic anhydride; 4,4'-bis(4-aminophenoxy)biphenyl In acetone at 25℃; for 0.5h; Stage #2: With magnesium acetate; acetic anhydride; triethylamine In acetone for 1h; Heating;

: 2540-99-0
3,3',4,4'-diphenylsulfonetetracarboxylic acid dianhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: 210492-48-1
1,2-bis(4-aminophenoxy)-4-tert-butylbenzene

Polymer; Monomer(s): 1,2-bis(4-aminophenoxy)-4-tert-butylbenzene; 3,3\,,4,4\-diphenylsulfonetetracarboxylic dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl: Polymer; Monomer(s): 1,2-bis(4-aminophenoxy)-4-tert-butylbenzene; 3,3\,,4,4\-diphenylsulfonetetracarboxylic dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl

Conditions

Conditions	Yield
Stage #1: 3,3',4,4'-diphenylsulfonetetracarboxylic acid dianhydride; 4,4'-bis(4-aminophenoxy)biphenyl; 1,2-bis(4-aminophenoxy)-4-tert-butylbenzene In N,N-dimethyl acetamide at 20℃; for 1h; Stage #2: at 120 - 250℃; for 1.16667h;

...Expand

: 2540-99-0
3,3',4,4'-diphenylsulfonetetracarboxylic acid dianhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

Polymer; Monomer(s): 3,3\,,4,4\-diphenylsulfonetetracarboxylic dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl: Polymer; Monomer(s): 3,3\,,4,4\-diphenylsulfonetetracarboxylic dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl

Conditions

Conditions	Yield
Stage #1: 3,3',4,4'-diphenylsulfonetetracarboxylic acid dianhydride; 4,4'-bis(4-aminophenoxy)biphenyl In N,N-dimethyl acetamide at 20℃; for 1h; Stage #2: at 120 - 250℃; for 1.16667h;

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: 250267-73-3
5-(4-acetoxybenzamido)-isophthaloyl dichloride

polymer, Mw=48740, Mn=21600; Monomer(s): 5-(4-acetoxybenzamido)isophthaloyl chloride; 4-{4-[4-(p-aminophenoxy)phenyl]phenoxy}aniline: polymer, Mw=48740, Mn=21600; Monomer(s): 5-(4-acetoxybenzamido)isophthaloyl chloride; 4-{4-[4-(p-aminophenoxy)phenyl]phenoxy}aniline

Conditions

Conditions	Yield
With pyridine In 1-methyl-pyrrolidin-2-one

: 85-44-9
phthalic anhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: 18959-91-6
1,3-bis(3,4-dicarboxyphenoxy)benzene

: C86H50N4O14

Conditions

Conditions	Yield
Stage #1: 4,4'-bis(4-aminophenoxy)biphenyl; 1,3-bis(3,4-dicarboxyphenoxy)benzene In 1-methyl-pyrrolidin-2-one Stage #2: phthalic anhydride Stage #3: Heating;

...Expand

: 85-44-9
phthalic anhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether: dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether

polymer, Mw 2.4E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl; phthalic anhydride: polymer, Mw 2.4E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl; phthalic anhydride

Conditions

Conditions	Yield
Stage #1: 4,4'-bis(4-aminophenoxy)biphenyl; dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether Stage #2: phthalic anhydride at 280℃;

...Expand

: 85-44-9
phthalic anhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether

polymer, Mw 1.3E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl; phthalic anhydride: polymer, Mw 1.3E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl; phthalic anhydride

Conditions

Conditions	Yield
Stage #1: 4,4'-bis(4-aminophenoxy)biphenyl; dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether Stage #2: phthalic anhydride at 280℃;

...Expand

: 85-44-9
phthalic anhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether

polymer, Mw 0.8E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl; phthalic anhydride: polymer, Mw 0.8E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl; phthalic anhydride

Conditions

Conditions	Yield
Stage #1: 4,4'-bis(4-aminophenoxy)biphenyl; dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether Stage #2: phthalic anhydride at 280℃;

...Expand

: 85-44-9
phthalic anhydride

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: C40H24N2O6

Conditions

Conditions	Yield
Stage #1: phthalic anhydride; 4,4'-bis(4-aminophenoxy)biphenyl In 1-methyl-pyrrolidin-2-one Stage #2: Heating;

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether

polymer, Mw 2.0E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl: polymer, Mw 2.0E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl

Conditions

Conditions	Yield
Stage #1: 4,4'-bis(4-aminophenoxy)biphenyl; dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether Stage #2: at 280℃;

: 13080-85-8
4,4'-bis(4-aminophenoxy)biphenyl

: dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether

polymer, Mw 2.9E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl: polymer, Mw 2.9E4; monomer(s): 1,3-bis(3,4-dicarboxyphenoxy)benzene dianhydride; 4,4\-bis(4-aminophenoxy)biphenyl

Conditions

Conditions	Yield
Stage #1: 4,4'-bis(4-aminophenoxy)biphenyl; dianhydride of bis(3,4-dicarboxyphenyl)resorcinol ether Stage #2: at 280℃;

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

Product Name

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

Synthetic route

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

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