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Chemistry 14C Course Web Page > Forums > Old Exam and Miscellaneous Questions > Winter 2009 Exam 1 Question 2 (c)
 
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Yf1107
Registered: 09/29/09
Posts: 14

    10/24/09 at 07:04 PM
Reply with quote#1

For question 2(c), the answer key says there are 16 conjugated atoms that are part of the a ring. Here is the explanation, "Twelve in the benzene rings, the nitrogen and carbon (but not the oxygen) of one amide, and the carbon and non-carbonyl oxygen (but not the carbonyl oxygen) of the ester."
Since there are two amide in Robotnikinin and they are almost alike, I am not sure which amide the answer key is talking about. Why don't we count the atoms from both of the amide, instead we count the atoms from only one amide? Thanks.

asymptotally
Registered: 10/06/09
Posts: 6

    10/24/09 at 08:14 PM
Reply with quote#2

We only count from one amide because the question asks for conjugated atoms that are part of a ring, and only one of the amides are part of a ring.
elham90794
Registered: 09/26/09
Posts: 50

    10/25/09 at 10:02 AM
Reply with quote#3

I was wondering why we dont count the double bonded oxygen from the amide as well?  It is also part of the ring right? 
kylenguyen90
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Registered: 09/25/09
Posts: 58

    10/26/09 at 11:28 AM
Reply with quote#4

I think the answer should be 18 conjugated atoms: 12 from the benzene, 3 from the ester functional group, and 3 from the amide group. 

Kyle Nguyen
JKim
Registered: 10/08/09
Posts: 12

    10/26/09 at 01:10 PM
Reply with quote#5

^The answer key specifically says we do not count the O from the carbonyl of ester, and we don't count the O from one amide.

I had it wrong, but I just got the question.

It is 16 and not 18,  because the O from both of these groups do not contribute to the ring. If it asked for total conjugated atoms, you would include this number, but here, you only count the atoms making up the ring.
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