2009 ADA Sample OC #89, 90

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For those with the 2009 ADA Sample: If you can help explain these to me, I would greatly appreciate it. I think there is a possibility that the key has mistakes

#89. I personally got D for an answer while the answer key has B. From my interpretation there are 4 unique place where the Br can attach to naphthalene.

#90. I got A, the answer in the key is D. First of all the product has 7 C's whereas none of the answers have 7 C's so I think they messed up on this problem.

Also on the BIO:

#16: Talk about RANDOM. I couldn't even find this in Campbell's.
 
For those with the 2009 ADA Sample: If you can help explain these to me, I would greatly appreciate it. I think there is a possibility that the key has mistakes

#89. I personally got D for an answer while the answer key has B. From my interpretation there are 4 unique place where the Br can attach to naphthalene.

#90. I got A, the answer in the key is D. First of all the product has 7 C's whereas none of the answers have 7 C's so I think they messed up on this problem.

Also on the BIO:

#16: Talk about RANDOM. I couldn't even find this in Campbell's.

89. radical termination means there is NO radical in the products. only C does not have a radical so its the answer.

90. first off, C is the correct answer. Br is an ortho para director even though its considered electron withdrawing group. so the product of the nitration would be C.

👍
 
I think you are looking at a different test. I am talking about the one you order and pay for from the ADA website.
 
Yeah... I noticed some weird stuff on that exam too.

#89 First of all, the compound shown is anthracene, not naphthalene... I think the reasoning for the answer provided comes from the fact that for fused benzenes, ortho is the most stable, giving 90% of the end product (according to my old Organic textbook). So the preferred mono-substituted products would be Br adding at position 1/4/5/8 (all equivalent) on the image or 9/10 =>2 products. My problem with their answer is that the questions asks for possible products, not major products, so technically, 2/3/6/7 could be brominated =>3 possible products...

#90 is all messed up in my opinion. I think B needs to have a methyl coming from one of the carbons in the double bond and that would be the right answer...

And #16 is why thinking about the biology section keeps me up at night!!:scared:

AND what's up with #97, there's no way that those two molecules are identical!!!
 

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Also #99 is messed up. NO WAY the answer is C

93 - Strange way to ask a Gringnard question

I think the ADA was experimenting with ethanol when they made this OC section.

GC on this test was pretty straightforward. The lab questions were a little odd but not hard.
 
Yeah... I noticed some weird stuff on that exam too.

#89 First of all, the compound shown is anthracene, not naphthalene... I think the reasoning for the answer provided comes from the fact that for fused benzenes, ortho is the most stable, giving 90% of the end product (according to my old Organic textbook). So the preferred mono-substituted products would be Br adding at position 1/4/5/8 (all equivalent) on the image or 9/10 =>2 products. My problem with their answer is that the questions asks for possible products, not major products, so technically, 2/3/6/7 could be brominated =>3 possible products...

#90 is all messed up in my opinion. I think B needs to have a methyl coming from one of the carbons in the double bond and that would be the right answer...

And #16 is why thinking about the biology section keeps me up at night!!:scared:

AND what's up with #97, there's no way that those two molecules are identical!!!






ADA 2009 practice test.


for number 89, can someone explain why there are three possible products??
I only see two..
Also, I don't get number 99. can someone explain??
thanks in advance 🙂
 
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