Properties of -COOR functional group?

[kay]

By properties I mean the +I or -I effect as compared to other functional groups along with whether it induces a +R or -R effect?

 

[AdityaDev]

COOR is an electron withdrawing group. But I don't think it shows resonance due to O-R bond.
It is a weaker +I group than COOH and SO3H

 

[kay]

COOR is an electron withdrawing group. But I don't think it shows resonance due to O-R bond.
It is a weaker +I group than COOH and SO3H

Thank you. :D

 

[lavoisier]

I think I was taught COOR was a meta-directing group in electrophylic substitutions on Ar-COOR; and alpha-beta unsaturated esters do undergo addition in beta.
So in theory it does have a 'resonance' effect. Not because of the O-R bond, but because of the C=O bond.

 

[kay]

I think I was taught COOR was a meta-directing group in electrophylic substitutions on Ar-COOR; and alpha-beta unsaturated esters do undergo addition in beta.
So in theory it does have a 'resonance' effect. Not because of the O-R bond, but because of the C=O bond.

Thank you. :)