Question

(10 pts) 1 Mechanism - Carbonyl to imine Provide a reasonable detailed stepwise mechanism for the reaction of -toluidine with 3-pentanone initially be concerned about making the ketone a better electrophile.) Labelmportant intermediates) AS Oropriate show important resonance structures) (6 pts) 2. Nomenclature: Supply the IUPAC name for the following compound

Answer 1

I mine fornation.. mt 3-pentanone P-Tolujdine Cita Ct I tüne

Mechanisti - - Et= ethyl (-CH2-C) u Nocleophile attack. C Et tet ZI HY HA . (2) Proton transfer au-z EH TEH-NO. I loja ot: Et > Et- C- Et (3) Protanation of to the M Retroval of water et - C-Et f Et-c-.Et de protanation et-c-et H6 Gt-c-ct NO

6 6 1 0 12 16) for Di Ketones Tupac Nane: alkane-Dione H3C CH2 C4 (3R,5R)-3,5-Ditetty 1-2,6-dione Rs- configurations: at chiral center Coz, c5 "WH CH3 CH3 : cs has Ro configuration Clockwise Direketim, R-configuratim HCLH + Anticlock direction, S-configuration But least priority present front side thus chiral center z has R-contiguration