Kelly, Richard P. published the artcileβ-Elimination of 9-(dimethylaminomethyl)fluorene; buffer catalysis and pH dependence indicating a zwitterion intermediate, Product Details of C19H21N, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1979), 681-9, database is CAplus.
In aqueous NaOH and tertiary amine buffers at 25°, 9-(dimethylaminomethyl)fluorene eliminates Me2NH to form dibenzofulvene. At 0.02-0.2M HO–, the reaction is 1st order in HO– with a rate constant expected of ionization to a fluorenyl anion. At >0.2M the order in HO– falls, consistent with a change in rate-determining step to loss of the leaving group. At <0.02M the order also falls and in buffer solutions the reaction shows general acid catalysis, as expected of rate-determining attack of HO– and buffer base on protonated substrate. A stepwise mechanism is proposed with formation of a zwitterion intermediate preceded resp. at high pH by a fluoren-9-yl anion and at low pH by a dimethylammonium cation.
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Product Details of C19H21N.
Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem