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CHE 008B A01 SS1 2025 Lecture 11 - Reactions of Cyclic Carbohydrates

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Determine if each of the following is True or False:   True Acetals of sugars only open to carbonyls in acidic conditions so are non-reducing. True Hemiacetals and acetals are more reactive in acidic conditions than alcohols or ethers. True It is possible to selectively form or break bonds at the anomeric carbon vs. other carbons in a carbohydrate. True Reactions in basic conditions will tend to keep the stereochemistry of the anomer, while reactions in acidic conditions will tend to mix the stereochemistry of the anomer. True Alcohols in carbohydrates form ethers analogously to simple alcohols. False Reducing sugars are always ketoses.

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The question presents six statements about carbohydrate chemistry and asks you to determine True/False for each. I will evaluate each statement in turn, noting why it is correct or incorrect, and I’ll mix in relevant principles to make the reasoning clear. Statement 1: 'Acetals of sugars only open to carbonyls in acidic conditions so are non-reducing.' - This is describing common carbohydrate behavior: when the anomeric carbon forms an acetal (as in a glycoside), the ring is locked and the open-chain aldehyde/ketone form is effectively blocked, rendering the sugar non-reducing because it cannot be oxidized at the anomeric center. In practice, acetals (glycosides) are non-reducing since they do not present a free carbonyl group that can be readily oxidized under mild......Login to view full explanation

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