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ACS Organic Chemistry Exam

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  What is the general formula for a carbohydrate? - Correct Answers: Cx(H2O)y How do you determine the number of stereoisomers for a given carbohydrate? - Correct Answers: 2^n where n= number of stereocenters Distinguish between the D and L designations for carbohydrates. - Correct Answers...

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  • July 31, 2024
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ACS Organic Chemistry Exam




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, What is the general formula for a carbohydrate? - Correct Answers: Cx(H2O)y



How do you determine the number of stereoisomers for a given carbohydrate? - Correct Answers: 2^n
where n= number of stereocenters



Distinguish between the D and L designations for carbohydrates. - Correct Answers: In the L form the
hydroxy group is on the bottom left closest to the CH2OH group in the frame of a Fischer projection

In the D form the OH is on the bottom right



What are anomers? - Correct Answers: Diastereomers formed by the cyclization of carbohydrates (*note
they have different configurations at the new stereocenter-this is what makes them diastereomers)



Distinguish between alpha and beta anomers. - Correct Answers: beta anomers have the OH belonging
to the hemiacetal carbon equatorial

alpha anomers have the OH belonging to the hemiacetal carbon axial



What is the definition of mutarotation? - Correct Answers: the process for which alpha and beta
anomers come to equilibrium (aqueous) in a specific ratio. It is the same ratio is observed when you
start with the alpha anomer in water versus the beta anomer in water



What agent is most often used for complete oxidation of a carbohydrate? - Correct Answers: HNO3



What kind of agents are used for selective or partial oxidation of carbohydrates? - Correct Answers:
most commonly Br or some other MILD oxidative agent



What are reducing sugars? - Correct Answers: Carbohydrates that yield positive results of the oxidative
tests, because in being oxidized they reduce the metal ion (or other reducing agent)



Carbohydrates undergo reactions similar to which functional group? - Correct Answers: OH (hemiacetals
and acetals)

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