Introduction：Basic information about 4,4'-Bis(diethylamino) benzophenone CAS 90-93-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4,4'-Bis(diethylamino) benzophenone Basic information
| Product Name: | 4,4'-Bis(diethylamino) benzophenone |
| Synonyms: | ETHYL MICHLER'S KETONE;4,4'-DIETHYLAMINOBENZOPHENONE;4,4-BIS(DIETHYLAMINO) BENZOPHENONE;4,4'-BIS(DIETHYLAMINO)BENZOPHENONE;4,4’-di(N,N-Diethylamino)benzophenone;4,4'-Carbonylbis(N,N-diethylaniline);Bis[4-(diethylamino)phenyl] ketone;MICHLER ETHYLKETONE |
| CAS: | 90-93-7 |
| MF: | C21H28N2O |
| MW: | 324.46 |
| EINECS: | 202-025-4 |
| Product Categories: | Functional Materials;Photopolymerization Initiators;Intermediates of Dyes and Pigments;C15 to C38;Carbonyl Compounds;Ketones;Aromatic Benzophenones & Derivatives (substituted);Amine Photochemical CoinitiatorsPolymerization Initiators;Benzophenone;Organic Photoinitiators;Polymer Science;Polymerization Initiators;90-93-7 |
| Mol File: | 90-93-7.mol |
|
4,4'-Bis(diethylamino) benzophenone Chemical Properties
| Melting point | 89-92 °C(lit.) |
| Boiling point | 475.7±30.0 °C(Predicted) |
| bulk density | 400kg/m3 |
| density | 1.048±0.06 g/cm3(Predicted) |
| vapor pressure | 0Pa at 20℃ |
| Fp | 151 °C |
| storage temp. | Store below +30°C. |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| pka | 4.14±0.32(Predicted) |
| form | Crystalline Granules |
| color | Yellow to yellow-green |
| PH | 4-6 (50g/l, H2O, 20℃) |
| Water Solubility | insoluble |
| λmax | 352nm(THF)(lit.) |
| Sensitive | Light Sensitive |
| BRN | 2148611 |
| InChI | 1S/C21H28N2O/c1-5-22(6-2)19-13-9-17(10-14-19)21(24)18-11-15-20(16-12-18)23(7-3)8-4/h9-16H,5-8H2,1-4H3 |
| InChIKey | VYHBFRJRBHMIQZ-UHFFFAOYSA-N |
| SMILES | CCN(C1=CC=C(C(C2=CC=C(N(CC)CC)C=C2)=O)C=C1)CC |
| LogP | 5.2 at 35℃ |
| CAS DataBase Reference | 90-93-7(CAS DataBase Reference) |
| EPA Substance Registry System | Methanone, bis[4-(diethylamino)phenyl]- (90-93-7) |
Safety Information
| Hazard Codes | Xi,N |
| Risk Statements | 36/37/38-50/53 |
| Safety Statements | 26-60-61-36-24/25 |
| RIDADR | UN 3077 9/PG 3 |
| WGK Germany | 2 |
| RTECS | OS9545500 |
| F | 8 |
| Hazard Note | Irritant |
| TSCA | TSCA listed |
| HazardClass | 9 |
| PackingGroup | III |
| HS Code | 29223990 |
| Storage Class | 11 - Combustible Solids |
| Toxicity | LD50 orally in Rabbit: 5000 mg/kg |
4,4'-Bis(diethylamino) benzophenone Usage And Synthesis
| Description | 4,4'-Bis(diethylamino) benzophenone is a highly efficient type II free radical photoinitiator that can initiate polymerization of oligomers under ultraviolet light. In addition, tetraethyl Michler's ketone is also an intermediate in the production of basic brilliant blue dye BO and triphenylmethane chemicals. |
| Chemical Properties | YELLOW TO YELLOW-GREEN CRYSTALLINE GRANULES |
| Flammability and Explosibility | Not classified |
| Synthesis | 135-91-1 90-93-7 General procedure for the synthesis of tetraethyl mithridone from 4,4'-methylenebis(N,N-dimethylaniline): 4,4'-bis(dialkylamino)diphenylmethane (30g), cobalt complex (3) (0.9g), tetrachlorophenylhydrazine (0.9g), trioctylmethylammonium chloride (1g), and chlorobenzene (100 ml) were added into 250 ml four necked flask. At room temperature, 30% hydrogen peroxide (13.2 g) was slowly added dropwise and the reaction temperature was controlled between 20 and 25°C. The progress of the reaction was monitored by thin layer chromatography (TLC) until the ingredients were fully reacted. Upon completion of the reaction, the reaction mixture was cooled to 5 °C, washed by adding 30 ml of 20% sodium bisulfite solution, and left to stratify. The organic phase was concentrated by distillation under reduced pressure to give the crude product of tetraethyl mithridone (29 g). The crude product was recrystallized with n-heptane (29 g) to give a light yellow tetraethyl mesterolone solid (25.3 g), which was analyzed by high performance liquid chromatography (HPLC) and showed a purity of 99.1%. |
| Purification Methods | Crystallise the phenone from EtOH (25mL/g) and dry it under vacuum. Its picrate forms yellow needles from EtOH with m 178.5o. [Beilstein 14 II 59.] |
| References | [1] Patent: CN107686450, 2018, A. Location in patent: Paragraph 0020; 0023; 0026; 0029; 0031; 0032; 0033 |
4,4'-Bis(diethylamino) benzophenone Preparation Products And Raw materials
| Raw materials | PHOSGENE-->N1,N1-DIETHYL-4-[4-(DIETHYLAMINO)BENZYL]ANILINE-->Chlorobenzene-->Methyl trioctyl ammonium chloride-->Hydrogen peroxide-->Chloranil |
| Preparation Products | Basic Blue 7-->Basic Blue 7-->ETHYL VIOLET-->Solvent Blue 5 |
