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Natasha_4902
#1 Posted : Thursday, July 30, 2020 11:45:38 PM
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Hi,

How do you know which OH in a sugar will attach the carbonyl? Why doesn't the OH at the very bottom attack (the one beside the CH2)?

Thank you
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INSTR_Katerina_102
#2 Posted : Tuesday, August 04, 2020 10:10:57 PM
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Hi Natasha,

Generally we know that sugars like to form 5 and 6 member rings, as these are the most themodynamically favored. Knowing more than this is beyond the scope of the MCAT.

As a result, the terminal CH2OH at the bottom generally does not attack to form sugars as this would result in a disfavored 7 member ring.

Please let me know if you'd like more clarification.

Katt
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