| Identification | More | [Name]
N,N'-Diphenylbenzidine | [CAS]
531-91-9 | [Synonyms]
4,4'-BIS(ANILINO)BIPHENYL
4,4'-DIANILINOBIPHENYL
N,N'-DIPHENYLBENZIDINE
N,N'-DIPHENYL BIPHENYLAMINE
SYM-DIPHENYLBENZIDINE
TIMTEC-BB SBB002946
(4),N(4')-Diphenyl-biphenyl-4,4'-diamine
1’-biphenyl]-4,4’-diamine,n,n’-diphenyl-[
Benzidine, N,N'-diphenyl-
Diphenylbenzidine
N,N-Diphenyl Diphenylamine
N,N-diphenylbenzidine (sym.)
N,N'-DiphenylBenzidineGr
1,1-Biphenyl-4,4-diamine, N,N-diphenyl-
DEPHENYLBENZIDINE
4,4'-Bis(phenylamino)biphenyl
N,N'-(1,1'-Biphenyl-4,4'-diyl)bisaniline
N,N'-Diphenyl-1,1'-biphenyl-4,4'-diamine
N,N'-Diphenyl-4,4'-biphenyldiamine
N,N'-Diphenylbiphenyl-4,4'-diamine | [EINECS(EC#)]
208-521-7 | [Molecular Formula]
C24H20N2 | [MDL Number]
MFCD00003016 | [Molecular Weight]
336.43 | [MOL File]
531-91-9.mol |
| Chemical Properties | Back Directory | [Appearance]
GREY TO BROWNISH FINE CRYSTALLINE POWDER | [Melting point ]
246-248 °C(lit.)
| [Boiling point ]
462.9°C (rough estimate) | [density ]
1.1750 (rough estimate) | [vapor density ]
11.6 (vs air)
| [refractive index ]
1.7620 (estimate) | [Fp ]
>110°C | [storage temp. ]
Store below +30°C. | [solubility ]
Acetone (Slightly), DMF (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly, Sonicated) | [form ]
Fine Crystalline Powder | [pka]
1.31±0.40(Predicted) | [color ]
Gray to brownish | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Light Sensitive | [Merck ]
14,3319 | [BRN ]
2220993 | [InChIKey]
FDRNXKXKFNHNCA-UHFFFAOYSA-N | [CAS DataBase Reference]
531-91-9(CAS DataBase Reference) | [NIST Chemistry Reference]
[1,1'-Biphenyl]-4,4'-diamine, n,n'-diphenyl-(531-91-9) | [EPA Substance Registry System]
531-91-9(EPA Substance) |
| Questions And Answer | Back Directory | [Indicator]
Method for preparing an N,N'-diphenylbenzidine indicator solution: Dissolve 1.0 g of N,N'-diphenylbenzidine in 100 mL of sulphuric acid (96%). This redox indicator has an E₀ (pH 0) of +0.76. At the titration endpoint, the colour changes from violet (oxidised state) to colourless (reduced state). |
| Hazard Information | Back Directory | [Chemical Properties]
GREY TO BROWNISH FINE CRYSTALLINE POWDER | [Uses]
See diphenylamine. | [Synthesis]
The synthesis of N,N'-Diphenylbenzidine is as follows:
3.12 g (10mmol) of 4,4'-dibromodiphenyl, 2.3 mL (25 mmol) of aniline, 2.9 g (30 mmol) of t-BuONa, 183 mg (0.2 mmol) of Pd2(dba)3, and 20 mg (0.1 mmol) of P(t-Bu)3 were dissolved in 30 mL of toluene, and then stirred at 90°C for 3 hrs. The reaction mixture was cooled to room temperature and three times extracted with distilled water and diethyl ether. Precipitates in an organic layer were filtered, washed with acetone and diethyl ether, and then dried in vacuum to obtain 0.3g of the intermediate compound C (yield: 90%).  | [Purification Methods]
Crystallise the benzidine from toluene or ethyl acetate. Store it in the dark. [Beilstein 13 H 223, 13 IV 368.] |
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