3,3′-Diaminodiphenyl ether
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3,3′-Diaminodiphenyl ether
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CAS No:
15268-07-2
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Formula:
C12H12N2O
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Chemical Name:
3,3′-Diaminodiphenyl ether
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Synonyms:
Benzenamine,3,3′-oxybis-;Aniline,3,3′-oxydi-;3,3′-Oxybis[benzenamine];3,3′-Oxydianiline;Bis(3-Aminophenyl) ether;3-(3-Aminophenoxy)aniline;3,3′-Diaminodiphenyl ether;3,3′-Oxydiphenylamine;3-(3-Aminophenoxy)benzenamine
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CAS No:
Characteristics
61.3
2.1
1.216±0.06 g/cm3(Predicted)
37 °C @ Solvent: Benzene, Ligroine
190-191 °C @ Press: 14 Torr
206.1ºC
1.665
3,3′-Diaminodiphenyl ether Use and Manufacturing
3-Aminophenol (6.0 g, 54.8 mmol), 3-iodoaniline (10.0 g, 45.7 mmol), picolinic acid (0.56 g, 4.6 mmol), copper(I) iodide and potassium phosphate (19.4 g, 91 mmol) were added to DMSO (100 mL) and the reaction mixture degassed by bubbling nitrogen into the mixture for 1 hour. The reaction flask was then placed into a preheated 80° C. oil bath and stirred for 15 hours before cooling to room temperature. The reaction mixture was then poured into 150 mL of water and extracted with 3×50 mL EtOAc. The combined organics were washed with 50 mL water, 50 mL brine, dried and evaporated. The crude oil was chromatographed on silica with 80/20 hexane/EtOAc (v/v) followed by 50/50 hexane/EtOAc (v/v) to give 7.2 g (79percent) of 3, 3′-oxydianiline as a white solid. The product was confirmed by GC/MS and NMR.
Computed Properties
Molecular Weight:200.24
XLogP3:2.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:200.094963011
Monoisotopic Mass:200.094963011
Topological Polar Surface Area:61.3
Heavy Atom Count:15
Complexity:178
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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