Kaplan Workshop A Ochem # 75

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.
Get help with your application

Use all the free resources available to you from SDN: articles, guides, expert advising, forums discussions, and school research.

Thundercatz

Full Member
10+ Year Member
15+ Year Member
Advertisement - Members don't see this ad
Hi,

Could someone explain to me why the answer cannot be B? I would pick E over B also, but I just dont see a plane of symmetry in B.

Thanks!
 
I'm not seeing that on my online syllabus thing. All I have are Natural Sciences Section Test A, B and then Organic Chemistry Subject tests 1-5
 
Advertisement - Members don't see this ad
coz if you rotate that -OH group on the second carbon it becomes a meso compound. Look at the top and bottom end of the sugars. B has both carboxyl group whereas E has 1 aldehyde and 1 carboxylic. So there is no way that any of the compound can become meso. Yea it kinda tricked me too when I was taking it until I saw choice E!!!
 
coz if you rotate that -OH group on the second carbon it becomes a meso compound. Look at the top and bottom end of the sugars. B has both carboxyl group whereas E has 1 aldehyde and 1 carboxylic. So there is no way that any of the compound can become meso. Yea it kinda tricked me too when I was taking it until I saw choice E!!!


AHH! Thanks!