CAS No.52411-34-4,2,2'-(Ethylenedioxy)dianiline Suppliers

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Basic Information

Molecular Structure:
CAS No.:	52411-34-4
Name:	2,2'-(Ethylenedioxy)dianiline
Article Data:	27
Cas Database

Formula:	C₁₄H₁₆N₂O₂
Molecular Weight:	244.293
Synonyms:	Aniline,2,2'-(ethylenedioxy)di- (6CI);1,2,7,8-Dibenzo-1,8-diamino-3,6-dioxaoctane;1,2-Bis(o-aminophenoxy)ethane;1,2-Bis[2-aminophenoxy]ethane;1,2-Di(o-aminophenoxy)ethane;2,2'-[1,2-Ethanediylbis(oxy)]bis[benzenamine];
EINECS:	1312995-182-4
Density:	1.204 g/cm³
Melting Point:	131-132 °C
Boiling Point:	452.9 °C at 760 mmHg
Flash Point:	253.5 °C
Solubility:	N/A
Appearance:	off-white crystalline solid
Hazard Symbols:	N/A
Risk Codes:	N/A
Safety:	24/25
Transport Information:	N/A
PSA:	70.50000
LogP:	3.47120

Synthetic route

: 51661-19-9
1,2-bis(2-nitrophenoxy)ethane

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In N,N-dimethyl-formamide at 70 - 80℃; for 20h;	95.6%
With hydrazine hydrate; palladium on activated charcoal In ethanol for 2h; Heating;	94%
With hydrazine hydrate; palladium on activated charcoal In ethanol for 2h; Heating;	91%

: 67499-49-4
1,2-bis-(2-acetylamino-phenoxy)-ethane

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

Conditions

Conditions	Yield
bei der Destillation;

ethylene glycol-bis-<2-nitro-phenyl ether >: ethylene glycol-bis-<2-nitro-phenyl ether >

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

Conditions

Conditions	Yield
With hydrogenchloride; tin

: 824-39-5
sodium o-nitrophenate

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethylformamide 2: H2 / Pd/C / ethanol View Scheme
Multi-step reaction with 2 steps 1: dimethylformamide / 2 h / Heating 2: 10percent Pd/C / ethanol View Scheme
Multi-step reaction with 2 steps 1: ethylene glycol / 150 °C 2: Raney nickel; ethanol / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide 2: hydrogen; palladium on activated charcoal / methanol View Scheme

: 88-75-5
2-hydroxynitrobenzene

dichloropentamethylenetetramine: dichloropentamethylenetetramine

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaOH / ethanol 2: dimethylformamide / 2 h / Heating 3: 10percent Pd/C / ethanol View Scheme

: 88-75-5
2-hydroxynitrobenzene

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / K2CO3 (calcined) / dimethylsulfoxide / 6 h / 130 °C 2: 91 percent / 85percent NH2NH2*H2O / 5percent Pd/C / ethanol / 2 h / Heating View Scheme
Multi-step reaction with 2 steps 1: K2CO3 2: SnCl2*2H2O, aq. HCl View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 130 °C / Inert atmosphere 2: hydrogen / 5%-palladium/activated carbon / dichloromethane; ethanol / 25 °C View Scheme

: 102236-25-9
1-(2-chloroethoxy)-2-nitrobenzene

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 - 140 °C 2: iron; hydrogenchloride / ethanol / 4 h / Reflux View Scheme

: 1,2-bis[2-(N-acetoacetamide)phenoxy]ethane

: 100-52-7
benzaldehyde

: 57-13-6
urea

A: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

B: 5-Ethoxy-6-methyl-4-(phenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With hydrogenchloride In ethanol Reflux;

...Expand

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

: 122-51-0
orthoformic acid triethyl ester

: 1,2-bis[2-(1H-tetrazol-1-yl)phenoxy]ethane

Conditions

Conditions	Yield
With sodium azide; acetic acid at 90℃;	99%

: 52411-34-4
1,2-Bis(2-aminophenoxy)ethane

: 26576-46-5
5-(acetoacetamido)-2-benzimidazolinone

: C.I. pigment yellow 180

Conditions

Conditions	Yield
Stage #1: 1,2-Bis(2-aminophenoxy)ethane With hydrogenchloride; sodium nitrite In water at 5℃; Large scale; Stage #2: 5-Acetoacetyl-amino-benzimidazol-2-one With acetic acid; sodium hydroxide In water at 5℃; pH=7; Large scale; Stage #3: With sodium hydrogencarbonate In water for 3h; pH=7; Reagent/catalyst; Solvent; Large scale;	95.8%

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Specification

The Benzenamine,2,2'-[1,2-ethanediylbis(oxy)]bis-, with the CAS registry number 52411-34-4, has the systematic name of 2,2'-[ethane-1,2-diylbis(oxy)]dianiline. It is a kind of off-white crystalline solid, and belongs to the following product categories: Aromatics; Chelating Agents & Ligands; Fluorescent Labels & Indicators. And the molecular formula of the chemical is C₁₄H₁₆N₂O₂.

The characteristics of Benzenamine,2,2'-[1,2-ethanediylbis(oxy)]bis- are as followings: (1)ACD/LogP: 1.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.68; (4)ACD/LogD (pH 7.4): 1.73; (5)ACD/BCF (pH 5.5): 10.82; (6)ACD/BCF (pH 7.4): 12.08; (7)ACD/KOC (pH 5.5): 185.43; (8)ACD/KOC (pH 7.4): 207.03; (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: 1.631; (14)Molar Refractivity: 72.28 cm³; (15)Molar Volume: 202.8 cm³; (16)Polarizability: 28.65×10^-24cm³; (17)Surface Tension: 52.9 dyne/cm; (18)Density: 1.204 g/cm³; (19)Flash Point: 253.5 °C; (20)Enthalpy of Vaporization: 71.22 kJ/mol; (21)Boiling Point: 452.9 °C at 760 mmHg; (22)Vapour Pressure: 2.16E-08 mmHg at 25°C.

Preparation of Benzenamine,2,2'-[1,2-ethanediylbis(oxy)]bis-: This chemical can be prepared by 1,2-bis-(2-nitro-phenoxy)-ethane. The reaction will need reagent 80% hydrazine hydrate, catalyst 10% Pd/C, and the menstruum ethanol. The reaction time is 2 hours with heating, and the yield is about 94%.

Uses of Benzenamine,2,2'-[1,2-ethanediylbis(oxy)]bis-: It can react with pentanedioyl dichloride to produce 5,6;14,15-dibenzo-1,4-dioxa-7,13-diazacyclopentadeca-8,12-dione. This reaction will need reagent pyridine, and the menstruum benzene. The reaction time is 3 hours with temperature of 75°C, and the yield is about 50%.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O(c1ccccc1N)CCOc2ccccc2N
(2)InChI: InChI=1/C14H16N2O2/c15-11-5-1-3-7-13(11)17-9-10-18-14-8-4-2-6-12(14)16/h1-8H,9-10,15-16H2
(3)InChIKey: PSDFQEVOCCOOET-UHFFFAOYAY