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Name |
N,N'-Diphenylbenzidine |
EINECS | 208-521-7 |
CAS No. | 531-91-9 | Density | 1.173 g/cm3 |
PSA | 24.06000 | LogP | 6.98680 |
Solubility | Insoluble in water. | Melting Point |
246-248 °C(lit.) |
Formula | C24H20N2 | Boiling Point | 535 °C at 760 mmHg |
Molecular Weight | 336.436 | Flash Point | 342 °C |
Transport Information | UN 2811 | Appearance | grey to brownish fine crystalline powder |
Safety | 22-24/25 | Risk Codes | N/A |
Molecular Structure | Hazard Symbols | Xi | |
Synonyms |
Benzidine,N,N'-diphenyl- (6CI,7CI,8CI);[1,1'-Biphenyl]-4,4'-diamine, N,N'-diphenyl-(9CI);4,4'-Bis(phenylamino)-1,1'-biphenyl;4,4'-Bis(phenylamino)biphenyl;N,N'-Diphenyl-[1,1'-biphenyl]-4,4'-diamine;N,N'-Diphenyl-p,p'-biphenylenediamine;[1,1'-Biphenyl]-4,4'-diamine,N4,N4'-diphenyl-; |
Article Data | 39 |
Conditions | Yield |
---|---|
With sodium t-butanolate; Ni(0)*2IPr In 1,4-dioxane at 100℃; | 95% |
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium hydroxide In tetrahydrofuran; ethanol; water; toluene; tert-butyl alcohol at 100℃; for 16h; Glovebox; Inert atmosphere; Schlenk technique; | 116.5 mg |
Conditions | Yield |
---|---|
Stage #1: 4-(4-bromophenyl)bromobenzene; aniline In 1-methyl-pyrrolidin-2-one; toluene at 20℃; for 0.25h; Stage #2: With sodium t-butanolate In 1-methyl-pyrrolidin-2-one; toluene for 0.166667h; Stage #3: tris-(dibenzylideneacetone)dipalladium(0); XPhos In 1-methyl-pyrrolidin-2-one; toluene at 20 - 60℃; for 24.5h; Product distribution / selectivity; | 93.1% |
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene at 90℃; for 3h; | 90% |
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 90℃; for 3h; | 90% |
4-(4-bromophenyl)bromobenzene
N-trimethylsilylaniline
N,N'-diphenyl-p-phenylenediamine
Conditions | Yield |
---|---|
Stage #1: N-trimethylsilylaniline With n-butyl magnesium bromide In dibutyl ether at 0 - 100℃; for 1h; Inert atmosphere; Stage #2: 4-(4-bromophenyl)bromobenzene With lithium bromide; iron(II) chloride In dibutyl ether at 140℃; for 24h; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 5h; Inert atmosphere; Reflux; | 80.2% |
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 2h; Reflux; | 46.1 g |
Conditions | Yield |
---|---|
Stage #1: diphenylamine With methanesulfonic acid In dichloromethane at 0℃; Stage #2: With chloranil In dichloromethane at 0 - 20℃; for 24h; | 38% |
With aluminum (III) chloride In neat (no solvent) at 95℃; Reagent/catalyst; Temperature; | 14.9% |
With pyridine; nitrosonium tetrafluoroborate In acetonitrile Mechanism; |
Conditions | Yield |
---|---|
With sulfuric acid; acetic acid | |
With sulfuric acid | |
With hydrogenchloride |
Conditions | Yield |
---|---|
With sulfuric acid at -20℃; |
N,N'-biphenyl-4,4'-diyl-di-anthranilic acid
N,N'-diphenyl-p-phenylenediamine
Conditions | Yield |
---|---|
at 285℃; | |
at 285℃; |
N,N'-dinitroso-N,N'-diphenyl-benzidine
N,N'-diphenyl-p-phenylenediamine
Conditions | Yield |
---|---|
With sulfuric acid; acetic acid Reduktion der entstandenen Loesung mit Zinkstaub; |
The Molecular Structure of (1,1'-Biphenyl)-4,4'-diamine, N4,N4'-diphenyl- (CAS NO.531-91-9):
Molecular Formula: C24H20N2
Molecular Weight: 336.429000 g/mol
IUPAC: 4-(4-anilinophenyl)-N-phenylaniline
Nominal Mass: 336 Da
Average Mass: 336.429 Da
Monoisotopic Mass: 336.162649 Da
Index of Refraction: 1.689
Molar Refractivity: 109.59 cm3
Molar Volume: 286.7 cm3
Surface Tension: 51.2 dyne/cm
Density: 1.173 g/cm3
Flash Point: 342 °C
Enthalpy of Vaporization: 81.13 kJ/mol
Boiling Point: 535 °C at 760 mmHg
Vapour Pressure: 1.6E-11 mmHg at 25°C
InChI
InChI=1/C24H20N2/c1-3-7-21(8-4-1)25-23-15-11-19(12-16-23)20-13-17-24(18-14-20)26-22-9-5-2-6-10-22/h1-18,25-26H
Smiles
N(c1ccc(c2ccc(Nc3ccccc3)cc2)cc1)c1ccccc1
(1,1'-Biphenyl)-4,4'-diamine, N4,N4'-diphenyl- (CAS NO.531-91-9) is also called as N,N'-Diphenylbenzidine ; AI3-18241 ; Diphenylbenzidine ; EINECS 208-521-7 ; NSC 4310 ; Benzidine, N,N'-diphenyl- (8CI) .