Dolbier HW Solutions 569

Dolbier HW Solutions 569 - 663 ARYL HALIDES(e The aryl...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
( e ) The aryl halide with nitro groups ortho and para to the bromide leaving group is more reactive than the aryl halide with only one nitro group. 23.15 ( a ) The nucleophile is the lithium salt of pyrrolidine, which reacts with bromobenzene by an elimination addition mechanism. ( b ) The nucleophile in this case is piperidine. The substrate, 1-bromo-2,4-dinitrobenzene, is very reactive in nucleophilic aromatic substitution by the addition elimination mechanism. ( c ) Of the two bromine atoms, one is ortho and the other meta to the nitro group. Nitro groups activate positions ortho and para to themselves toward nucleophilic aromatic substitution, and so it will be the bromine ortho to the nitro group that is displaced.
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

Ask a homework question - tutors are online