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CAS No.: | 113664-24-7 |
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Name: | [1,1'-Biphenyl]-4,4'-diamine, N4,N4,N4',N4'-tetrakis(4-bromophenyl)- |
Molecular Structure: | |
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Formula: | C36H24Br4N2 |
Molecular Weight: | 804.216 |
Synonyms: | N,N,N',N'-tetrakis(p-bromophenyl)-biphenyl-4,4'-diamine;N,N,N’,N’-tetrakis(4-bromophenyl)benzidine;N4,N4,N4',N4'-tetrakis(4-bromophenyl)-[1,1'-biphenyl]-4,4'-diamine;N,N,N',N'-tetrakis(4-bromophenyl)biphenyl-4,4'-diamine;N,N,N′,N′-tetrakis(4-bromophenyl)biphenyl-4,4′-diamine;N4,N4,N4',N4'-Tetrakis-(4-bromo-phenyl)-biphenyl-4,4'-diamine;N4,N4,N4',N4'-tetrakis(4-bromophenyl)biphenyl-4,4'-diamine; |
PSA: | 6.48000 |
LogP: | 13.34320 |
N,N-bis(4-bromophenyl)aniline
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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With methanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; for 0.5h; | 100% |
Stage #1: N,N-bis(4-bromophenyl)aniline With methanesulfonic acid In dichloromethane at 0℃; Stage #2: With chloranil In dichloromethane at 0 - 20℃; for 0.0166667h; | 99% |
With tungsten(VI) chloride In dichloromethane Inert atmosphere; | 60% |
With tetrafluoroboric acid diethyl ether; C22H42N12*2BF4(1-)*2H(1+) In acetonitrile at 20℃; Reagent/catalyst; Cooling with ice; | 95 %Spectr. |
N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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With N-Bromosuccinimide In tetrahydrofuran at 40℃; for 16h; | 91.4% |
Stage #1: N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl With N-Bromosuccinimide In chloroform at 20℃; for 1h; Stage #2: With acetic acid In chloroform at 20℃; for 6.5h; | 88% |
With bromine In chloroform at 0℃; | 58% |
With N-Bromosuccinimide In 1-methyl-pyrrolidin-2-one at 80℃; for 3h; Product distribution / selectivity; Inert atmosphere; | |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; for 3h; |
N4,N4’-bis(4-bromophenyl)-N4,N4’-diphenyl-[1,1'-biphenyl]-4,4'-diamine
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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With tetra-N-butylammonium tribromide In chloroform at 25℃; for 0.5h; | 79% |
With tetra-N-butylammonium tribromide In chloroform at 25℃; for 0.5h; | 79% |
4-(4-bromophenyl)bromobenzene
4-bromo-aniline
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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With succinic acid anhydride; sulfuric acid; copper; sodium hydrogensulfite In water at 200℃; for 20h; | 52.3% |
N,N,N,N,-tetramethylethylenediamine
tri(p-bromophenyl)amine
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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Stage #1: N,N,N,N,-tetramethylethylenediamine; tri(p-bromophenyl)amine With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Stage #2: With copper dichloride at 20℃; for 10h; | 50% |
tri(p-bromophenyl)amine
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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Stage #1: tri(p-bromophenyl)amine With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at -78℃; for 1h; Schlenk technique; Stage #2: With copper dichloride at 20℃; for 10h; Schlenk technique; | 50% |
A
tri(p-bromophenyl)amine
B
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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With tetra-(n-butyl)ammonium iodide In acetonitrile at 2 - 5℃; Product distribution; | A 46% B 25% |
1.4-dibromobenzene
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 50 percent / tris(dibenzylideneacetone)dipalladium; bis(diphenylphosphino)ferrocene; t-BuONa / toluene / 12 h / 90 °C 2: 79 percent / tetrabutylammonium tribromide / CHCl3 / 0.5 h / 25 °C View Scheme |
N,N'-diphenyl-p-phenylenediamine
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 50 percent / tris(dibenzylideneacetone)dipalladium; bis(diphenylphosphino)ferrocene; t-BuONa / toluene / 12 h / 90 °C 2: 79 percent / tetrabutylammonium tribromide / CHCl3 / 0.5 h / 25 °C View Scheme |
4-N,N-diphenylamino-1-bromobenzene
4-(diphenylamino)phenyl boronic acid
N,N,N′,N′-tetrakis(4-bromophenyl)[1,1′-biphenyl]-4,4′-diamine
Conditions | Yield |
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Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / tetrahydrofuran / Reflux 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 3 h / 0 - 20 °C View Scheme |