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
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