Carbazol-9-yl-methanol
From Wikipedia, the free encyclopedia
Carbazol-9-yl-methanol or N-(Hydroxymethyl)carbazole CAS [2409-36-1] is a chemical substance with fluorescent properties.
It can be synthesised from carbazole.[1]
Typical reaction: to a mixture of carbazole (16.7 g, 0.1 mol) in ethanol (60 mL) is added potassium carbonate (10 g, 60 mmol) and the mixture is boiled under reflux for 5 min. with magnetic stirring. Then methanal (10 mL, 35 % aqueous solution, 0.1 mol) is added and heating is continued to dissolve all components. After next 10 min. the resulting reaction mixture is cooled, separated product is filtered off, dried and recrystallized from toluene. Yield 10.8 g (91.4 %).
The reaction is a nucleophilic addition of a secondary amine to methanal to form the hemiaminal. Acid catalysis turns the hemiaminal to the aminal N,N´-biscarbazol-9-yl-methane.
[edit] References
- ^ Carbazol-9-yl-methanol Milata Viktora, Kada Rudolfa, Lokaj J¨¢nb Molbank 2004, M354 open access publication [1]
[edit] External links
- MSDS: [2]
