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CAS No.: | 52411-34-4 |
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Name: | 2-[2-(2-Aminophenoxy)ethoxy]phenylamine |
Article Data: | 27 |
Molecular Structure: | |
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 |
Appearance: | off-white crystalline solid |
Safety: | 24/25 |
PSA: | 70.50000 |
LogP: | 3.47120 |
1,2-bis(2-nitrophenoxy)ethane
1,2-Bis(2-aminophenoxy)ethane
Conditions | Yield |
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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% |
1,2-bis-(2-acetylamino-phenoxy)-ethane
1,2-Bis(2-aminophenoxy)ethane
Conditions | Yield |
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bei der Destillation; |
1,2-Bis(2-aminophenoxy)ethane
Conditions | Yield |
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With hydrogenchloride; tin |
sodium o-nitrophenate
1,2-Bis(2-aminophenoxy)ethane
Conditions | Yield |
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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 |
2-hydroxynitrobenzene
1,2-Bis(2-aminophenoxy)ethane
Conditions | Yield |
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Multi-step reaction with 3 steps 1: NaOH / ethanol 2: dimethylformamide / 2 h / Heating 3: 10percent Pd/C / ethanol View Scheme |
2-hydroxynitrobenzene
1,2-Bis(2-aminophenoxy)ethane
Conditions | Yield |
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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 |
1-(2-chloroethoxy)-2-nitrobenzene
1,2-Bis(2-aminophenoxy)ethane
Conditions | Yield |
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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 |
Conditions | Yield |
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With hydrogenchloride In ethanol Reflux; |
1,2-Bis(2-aminophenoxy)ethane
orthoformic acid triethyl ester
Conditions | Yield |
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With sodium azide; acetic acid at 90℃; | 99% |
1,2-Bis(2-aminophenoxy)ethane
5-(acetoacetamido)-2-benzimidazolinone
Conditions | Yield |
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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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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