ACTION OF ORGANIC AND INORGANIC HALOCOMPOUNDS ON BENZALDEHYDE DI-N-PROPYLACETAL AT LOW TEMPERATURE

The benzaldehyde di-n-propylacetal was synthesized and its reactions with halocompounds viz., benzoyl bromide, p-chlorobenzyl chloride, N-chlorosuccinimide, phosphorous trichloride, aluminium chloride, phosphorous oxychloride and titanium oxychloride were studied at -20oC. The acetal generated esters with benzoyl bromide and aluminium chloride while ring chloro substituted ester with N-chlorosuccinimide. The acetal produced ether with p-chlorobenzyl chloride, but only aldehyde with phosphorous trichloride, and phosphorous oxychloride. Interestingly, the acetal yielded substituted aldehyde alone with titanium oxychloride. Organic and inorganic halocompounds are synthetically very useful reagents and vary widely in their acceptor synthon character and reactivity; hence their application in the present work on the action of halocompounds on benzaldehyde di-n-propylacetal is a new venture.