[Lisa_G]

hi, im having a little trouble with the following questions, any help would be really appreciated
regards lisa

[agrobert]

(b) http://en.wikipedia.org/wiki/Acylation

Please try these reactions.

(c)
(i) nitration
(ii) nitration

Review meta vs ortho/para directors.

(iii) http://www.organic-chemistry.org/namedreactions/azo-coupling.shtm

[Lisa_G]

thanks for that help, what ive come to is

part c
i) o/p-chloronitrobenzene
ii) o/p nitro
iii) first intermeidate is the diazonium salt. It couples para to the OMe to give a diphenyldiazo compound (aryl-N=N-aryl).

does that look right

not got round to part b yet

[agrobert]

(c) looks good. in both cases which is more preferred ortho or para?

[macman104]

Am I misremembering that friedel crafts acylation/alkylation will only happen on an activated ring, and the acyl group on the ring deactivates it towards electrophilic substitution?

[agrobert]

Am I misremembering that friedel crafts acylation/alkylation will only happen on an activated ring, and the acyl group on the ring deactivates it towards electrophilic substitution?

Yea this is true.  But those are Friedel-Craft reagents, probably not a high yield reaction.

[Lisa_G]

yeh i think it would be low yeild and most likely i believe they should be on the para positions

[macman104]

Yea this is true.  But those are Friedel-Craft reagents, probably not a high yield reaction.

Right, but I was implying that substitution at the meta position shouldn't even really happen in any meaningful yield.  Maybe I learned incorrectly, or maybe when my professor said "doesn't happen", he really meant, is not favored...*shrug*

[agrobert]

Macman, check some similar reactions in the literature.  Friedel-Craft reactions typically work just not always selectively and in good yields.  Many times professors present only good reactions (high yield, selective) especially in introductory organic.