Question

Draw a resonance structure, complete with all formal charges and lone (unshared) electron pairs, that shows the resonance interaction of the acetoxy with the ortho position in phenyl acetate. i. You do not have to consider stereochemistry. ii. Include all valence lone pairs in your answer. iii. In cases where there is more than one answer, just draw one.

Answer 1

see explanation

Step-by-step explanation:

the pheny acetate, is an ester in an aromatic ring. We have the bencene and in one of the carbon, it's the acetate ion.

Now, the acetate has two oxygens with at least one pair of electrons that are available to do resonance in all the structure of the aromatic ring, because the aromatic ring has double bonds all over the ring, and can have resonance with the electrons of the oxygens.

This resonance structure can be in all the ring, or just in some positions of the ring. In this case the ortho position, which is the carbon 2. So we only can have two or three resonance structure. See the picture below for resonance.