双酚醚reaction.doc

CAS Registry Number:1965-09-9C12 H10 O3Phenol, 4,4-oxybis-Phenol, 4,4-oxydi- (6CI,7CI,8CI); Phenol, p,p-oxybis- (3CI); Phenol, p,p-oxydi- (4CI); 4,4-Dihydroxydiphenyl ether; 4,4-Dihydroxydiphenyl oxide; 4,4-Oxybiphenol; 4,4-Oxybisphenol; 4,4-Oxydiphenol; 4-(4-Hydroxyphenoxy)phenol; Bis(4-hydroxyphenyl) ether; Bis(p-hydroxyphenyl) ether; Quinol ether; Specianol DPE-H; p-(p-Hydroxyphenoxy)phenol; p-Hydroxyphenyl ether Thermal PropertiesValueConditionNoteBoiling Point379.227.0 CPress: 760 Torr(12)Enthalpy of Vaporization65.183.0 kJ/molPress: 760 Torr(12)Flash Point183.223.7 C(12)1. (12) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 ( 1994-2012 ACD/Labs)2. (13) Predicted NMR data calculated using Advanced Chemistry Development, Inc. (ACD/Labs) Software V11.01 ( 1994-2012 ACD/Labs)Experimental Properties:BiologicalSpectraThermal Top Biological PropertiesValueConditionNoteLC50See full text(6)CASLC50See full text(7)CASTop Spectra PropertiesValueConditionNoteCarbon-13 NMR SpectrumSee spectrum(1)AISTCarbon-13 NMR SpectrumSee spectrum(2)BIORADCarbon-13 NMR SpectrumSee spectrum(3)WSSCarbon-13 NMR SpectrumSee full text(4)CASIR Absorption SpectrumSee spectrum(3)WSSIR Absorption SpectrumSee spectrum(1)AISTIR Absorption SpectrumSee spectrum(1)AISTIR Absorption SpectrumSee spectrum(5)BIORADMass SpectrumSee spectrum(3)WSSMass SpectrumSee spectrum(1)AISTMass SpectrumSee full text(4)CASProton NMR SpectrumSee spectrum(1)AISTProton NMR SpectrumSee full text(4)CASTop Thermal PropertiesValueConditionNoteMelting Point195-196 C(8)CASMelting Point165-167 C(9)CASMelting Point164.5 C(10)CASMelting Point164-167 C (sublm)(4)CASMelting Point160 C1. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. Overview Steps/Stages1.1R:O2, C:1312116-71-4, C:Polystyrene, S:H2O, 12 h, pH 11Notesphotochemical, solid-supported catalyst, kinetics studied, batch reactor used, buffered solution (phosphate) used, lutetium tetraphenoxy phthalocyanine anchored electrospun polystyrene polymer fiber prepared and used as catalyst, mechanism studied, Reactants: 1, Reagents: 1, Catalysts: 2, Solvents: 1, Steps: 1, Stages: 1, Most stages in any one step: 1ReferencesPhotooxidation of 4-chlorophenol sensitized by lutetium tetraphenoxy phthalocyanine anchored on electrospun polystyrene polymer fiberFull TextBy Zugle, Ruphino et alFrom Polyhedron, 33(1), 74-81; 20122. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. 90% Overview Steps/Stages1.1R:NaOH, C:57-10-3, C:Cu(OAc)2, S:H2O, 7 h, 190C1.2R:HCl, S:H2O, cooled, neutralizedNotesautoclave used, alternative reaction condition shown, thermal, Reactants: 1, Reagents: 2, Catalysts: 2, Solvents: 1, Steps: 1, Stages: 2, Most stages in any one step: 2ReferencesLarge-scale preparation of 4,4-dihydroxydiphenyl ether by base hydrolysis of dibromodiphenyl etherFull TextBy Katsuyama, NoriyoshiFrom Jpn. Kokai Tokkyo Koho, 2011057652, 24 Mar 20113. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. 90% Overview Steps/Stages1.1R:NaOH, C:Cu(OAc)2, C:629-25-4, S:H2O, 7 h, 190C1.2R:HCl, S:H2O, cooled, neutralizedNotesautoclave used, alternative reaction condition shown, thermal, Reactants: 1, Reagents: 2, Catalysts: 2, Solvents: 1, Steps: 1, Stages: 2, Most stages in any one step: 2ReferencesLarge-scale preparation of 4,4-dihydroxydiphenyl ether by base hydrolysis of dibromodiphenyl etherFull TextBy Katsuyama, NoriyoshiFrom Jpn. Kokai Tokkyo Koho, 2011057652, 24 Mar 20114. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. Overview Steps/Stages1.1R:NaOH, C:Me(CH2)16CO2- Na+, C:CuBr2, S:H2O, 7 h, 190C1.2R:HCl, S:H2O, cooled, neutralizedNotesautoclave used, alternative reaction condition shown, thermal, Reactants: 1, Reagents: 2, Catalysts: 2, Solvents: 1, Steps: 1, Stages: 2, Most stages in any one step: 2ReferencesLarge-scale preparation of 4,4-dihydroxydiphenyl ether by base hydrolysis of dibromodiphenyl etherFull TextBy Katsuyama, NoriyoshiFrom Jpn. Kokai Tokkyo Koho, 2011057652, 24 Mar 20115. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. 41% Overview Steps/Stages1.125 min, 120CNotessolid-supported catalyst, microwave irradiation (180W), no solvent, green chemistry - catalyst, Dowex used as solid acid catalyst, green chemistry - process simplification, Reactants: 1, Steps: 1, Stages: 1, Most stages in any one step: 1ReferencesSynergy between microwave irradiation and heterogeneous catalysis in an environmentally friendly self-condensation of hydroxybenzene derivativesFull TextBy Gomez, M. Victoria et alFrom ARKIVOC (Gainesville, FL, United States), (3), 264-273; 20106. View Reaction Detail Link2 Steps Hover over any structure for more options. Overview Steps/Stages1.1R:K2CO3, C:CuI, S:C5H5N, 150C2.1R:HBr, S:H2O, S:AcOH, 125C2.2R:NaOH, S:H2O, pH 7NotesReactants: 2, Reagents: 3, Catalysts: 1, Solvents: 3, Steps: 2, Stages: 3, Most stages in any one step: 2ReferencesSynthesis and antimicrobial activity of brominated dihydroxy diphenyl ethersFull TextBy Xin, Ying et alFrom Huaxue Yanjiu Yu Yingyong, 18(11), 1346-1348; 20067. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. 95% Overview Steps/Stages1.1R:HBr, S:H2O, S:AcOH, 125C1.2R:NaOH, S:H2O, pH 7NotesReactants: 1, Reagents: 2, Solvents: 2, Steps: 1, Stages: 2, Most stages in any one step: 2ReferencesSynthesis and antimicrobial activity of brominated dihydroxy diphenyl ethersFull TextBy Xin, Ying et alFrom Huaxue Yanjiu Yu Yingyong, 18(11), 1346-1348; 20068. View Reaction Detail Link2 Steps Hover over any structure for more options. Overview Steps/Stages1.1R:TiCl4, R:ZnCl2, rt 60C1.2R:Br2, 60C2.1R:NaOH, C:CuCl, C:18-Crown-6, C:60469-70-7, S:H2O, rt 210C; 2.6 h, 210C, 1.4 MPaNotes1) regioselective, optimization study, optimized on temperature, stoichiometry, 2) high pressure, optimization study, optimized on temperature, pressure, catalyst, time, Reactants: 1, Reagents: 4, Catalysts: 3, Solvents: 1, Steps: 2, Stages: 3, Most stages in any one step: 2ReferencesProcess for preparation of 4,4-dihydroxydiphenyl ether and its intermediate 4,4-dibromodiphenyl etherFull TextBy Xu, HaoqingFrom Faming Zhuanli Shenqing Gongkai Shuomingshu, 101121644, 13 Feb 20089. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. 72% Overview Steps/Stages1.1R:NaOH, C:CuCl, C:18-Crown-6, C:60469-70-7, S:H2O, rt 210C; 2.6 h, 210C, 1.4 MPaNoteshigh pressure, optimization study, optimized on temperature, pressure, catalyst, time, Reactants: 1, Reagents: 1, Catalysts: 3, Solvents: 1, Steps: 1, Stages: 1, Most stages in any one step: 1ReferencesProcess for preparation of 4,4-dihydroxydiphenyl ether and its intermediate 4,4-dibromodiphenyl etherFull TextBy Xu, HaoqingFrom Faming Zhuanli Shenqing Gongkai Shuomingshu, 101121644, 13 Feb 200810. View Reaction Detail Link2 Steps Hover over any structure for more options. Overview Steps/Stages1.1R:K2CO3, S:AcNMe2, reflux2.1R:mCPBANotes2) Baeyer-Villiger reaction, Reactants: 2, Reagents: 2, Solvents: 1, Steps: 2, Stages: 2, Most stages in any one step: 1References5-Aryl thiazolidine-2,4-diones: discovery of PPAR dual / agonists as antidiabetic agentsFull TextBy Desai, Ranjit C. et alFrom Bioorganic & Medicinal Chemistry Letters, 13(16), 2795-2798; 200311. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. Overview Steps/Stages1.1R:mCPBANotesBaeyer-Villiger reaction, Reactants: 1, Reagents: 1, Steps: 1, Stages: 1, Most stages in any one step: 1References5-Aryl thiazolidine-2,4-diones: discovery of PPAR dual / agonists as antidiabetic agentsFull TextBy Desai, Ranjit C. et alFrom Bioorganic & Medicinal Chemistry Letters, 13(16), 2795-2798; 200312. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. Overview Steps/Stages1.1C:482304-85-8, S:o-Xylene, 12 h, refluxNotesalternative prepn. shown, Reactants: 1, Catalysts: 1, Solvents: 1, Steps: 1, Stages: 1, Most stages in any one step: 1ReferencesPreparation of hydroquinone dimer and trimerFull TextBy Nanba, Satoru and Kawanishi, NoriyukiFrom Jpn. Kokai Tokkyo Koho, 2003160526, 03 Jun 2003Experimental Procedure 13. View Reaction Detail Link2 Steps Hover over any structure for more options. Overview Steps/Stages1.1R:Mg, R:I2, S:THF2.1R:AcOOH, S:AcOH2.2R:AcOOH, S:H2O, S:(CH2OH)22.3R:HCl, S:H2ONotesReactants: 2, Reagents: 4, Solvents: 4, Steps: 2, Stages: 4, Most stages in any one step: 3ReferencesImproved preparation of 4,4-dihydroxydiphenyl ether via 4,4-oxybis(benzaldehyde)Full TextBy Mori, HiroakiFrom Jpn. Kokai Tokkyo Koho, 2002167349, 11 Jun 2002Experimental Procedure 14. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. 94% Overview Steps/Stages1.1R:AcOOH, S:AcOH1.2R:AcOOH, S:H2O, S:(CH2OH)21.3R:HCl, S:H2ONotesReactants: 1, Reagents: 2, Solvents: 3, Steps: 1, Stages: 3, Most stages in any one step: 3ReferencesImproved preparation of 4,4-dihydroxydiphenyl ether via 4,4-oxybis(benzaldehyde)Full TextBy Mori, HiroakiFrom Jpn. Kokai Tokkyo Koho, 2002167349, 11 Jun 2002Experimental Procedure 15. View Reaction Detail Link2 Steps Hover over any structure for more options. Overview Steps/Stages1.1R:LiClO4, C:161337-67-3, S:MeNO22.1R:AcOOH, S:AcOH2.2R:KOH, S:(HOCH2CH2)2ONotesReactants: 2, Reagents: 3, Catalysts: 1, Solvents: 3, Steps: 2, Stages: 3, Most stages in any one step: 2ReferencesPreparation of 4,4-dihydroxydiphenyl etherFull TextBy Mori, Hiroaki et alFrom Jpn. Kokai Tokkyo Koho, 2002167348, 11 Jun 20021. 16. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. 95% Overview Steps/Stages1.1R:AcOOH, S:AcOH1.2R:KOH, S:(HOCH2CH2)2ONotesReactants: 1, Reagents: 2, Solvents: 2, Steps: 1, Stages: 2, Most stages in any one step: 2ReferencesPreparation of 4,4-dihydroxydiphenyl etherFull TextBy Mori, Hiroaki et alFrom Jpn. Kokai Tokkyo Koho, 2002167348, 11 Jun 2002Experimental Procedure 2. 17. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. 73% Overview Steps/Stages1.1C:22326-31-4, S:PhOPhNotes220 for 2 h, Reactants: 1, Catalysts: 1, Solvents: 1, Steps: 1, Stages: 1, Most stages in any one step: 1ReferencesPreparation of dihydric phenol ethersFull TextBy Kida, Shigenobu and Akama, MasatoFrom Jpn. Kokai Tokkyo Koho, 2001278827, 10 Oct 2001Experimental Procedure 3. 18. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. Overview Steps/Stages1.1R:H2, S:(MeOCH2CH2)2ONoteshigh-silica mordenite catalyst, Reactants: 1, Reagents: 1, Solvents: 1, Steps: 1, Stages: 1, Most stages in any one step: 1ReferencesPreparation of dihydroxydiphenyl ether by condensation of dihydroxybenzene using high-silica mordenite or Y zeolitesFull TextBy Kiyoura, TadamitsuFrom Jpn. Kokai Tokkyo Koho, 2001089408, 03 Apr 2001Experimental Procedure 4. 19. View Reaction Detail Link Similar ReactionsSingle Step Hover over any structure for more options. Overview Steps/