Kaplan bb (paper) test organic question # 92????

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Mamona

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can somebody help me to understand why the answer is E thanks...
 
Please post the question and someone will try and help you. I cant do anything without a question
 
Please post the question and someone will try and help you. I cant do anything without a question

which of the following is an appropriate resonance form of the conjugate base of p-aminobenzoic acid?

I don't have a scanner right now to show you the options, but can you tell me which one will be the most appropiate resonance.
 
which of the following is an appropriate resonance form of the conjugate base of p-aminobenzoic acid?

I don't have a scanner right now to show you the options, but can you tell me which one will be the most appropiate resonance.

Chances are it will have a full octet on all atoms.
 
The next best bet would be to have the + charge directly under the electron donating group of the amine.
 
which of the following is an appropriate resonance form of the conjugate base of p-aminobenzoic acid?

I don't have a scanner right now to show you the options, but can you tell me which one will be the most appropiate resonance.
I am not sure if I understand your question, but I will try. Since amino group is meta deactivator, the resonance should have the carbocation in the meta position. Is that one of the option?
 
I am not sure if I understand your question, but I will try. Since amino group is meta deactivator, the resonance should have the carbocation in the meta position. Is that one of the option?

Yes that is one of the options the amino group has a +, but what about the carboxylic acid in the position opposite to the amino group??
The answer shows double bond carbon(of the carboxylic group) attach to the benzene, but also another double bond to one of the oxygens and a - charge, and another single bond to the other oxygen with a - charge (carbon with 5 bonds???)....
I though both oxygen should be single bond with - charge????
 
I am not sure if I understand your question, but I will try. Since amino group is meta deactivator, the resonance should have the carbocation in the meta position. Is that one of the option?

An amino group is not a meta deactivator it is an ortho/para activator. As a matter of fact it is the strongest activator that there is.

Unless he was referring to nitrobenzene, where nitro is an meta-deactivator. Otherwise the + should be under the amino or NH2 group because that inductively donates electrons and also helps stabilize via resonance.
 
Please if you have a kaplan blue book could you please look at this question (#92 organic) in the (paper) test and tell me if answer E is correct....
 
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