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| | N,N'-Diphenylbenzidine Basic information |
| Product Name: | N,N'-Diphenylbenzidine | | Synonyms: | N,N'-DIPHENYLBENZIDINE;N,N'-DIPHENYL BIPHENYLAMINE;N'-Diphenylbenzidine;4-(4-anilinophenyl)-N-phenylaniline;N,N'-Diphenylbenzidine, 97%, indicator;Benzidine, N,N'-diph;N,N'-(1,1'-Biphenyl-4,4'-diyl)bisaniline;N,N'-Diphenyl-1,1'-biphenyl-4,4'-diamine | | CAS: | 531-91-9 | | MF: | C24H20N2 | | MW: | 336.43 | | EINECS: | 208-521-7 | | Product Categories: | C20 to C30+;Analytical Reagents;Analytical/Chromatography;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Aromatic Phenylacetic Acids and Derivatives;Biphenyls (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;C11 to C38Titration;Organic Building Blocks;Redox Indicators;Titration;Amines;Indicators;Nitrogen Compounds;Redox Indicators;531-91-9 | | Mol File: | 531-91-9.mol |  |
| | N,N'-Diphenylbenzidine Chemical Properties |
| 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) | | pka | 1.31±0.40(Predicted) | | form | Fine Crystalline Powder | | 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 | [1,1'-Biphenyl]-4,4'-diamine, N,N'-diphenyl- (531-91-9) |
| Hazard Codes | Xi | | Safety Statements | 22-24/25 | | RIDADR | 2811 | | WGK Germany | 3 | | F | 8 | | TSCA | Yes | | HazardClass | 6.1(b) | | PackingGroup | III | | HS Code | 29215900 |
| | N,N'-Diphenylbenzidine Usage And Synthesis |
| Chemical Properties | GREY TO BROWNISH FINE CRYSTALLINE POWDER | | Uses | See diphenylamine. | | Uses | N,N'-Diphenylbenzidine is an indicator suitable for redox titrations, e.g. with dichromate or cerium(IV) sulfate 1,2. It is also used as intermediates in organic synthesis. | | 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.] |
| | N,N'-Diphenylbenzidine Preparation Products And Raw materials |
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