AAMC FL Practice Exam 2026 – 400 Free Practice Questions to Pass the Exam

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What type of group does a hemiacetal contain?

One -OR group and one -OH group

A hemiacetal is characterized by the presence of one -OR group (an alkoxy group, where R is usually a hydrocarbon chain) and one -OH group (a hydroxyl group). The formation of a hemiacetal occurs when an aldehyde or a ketone reacts with an alcohol. Specifically, the carbon atom that was part of the carbonyl group becomes a new chiral center, resulting in the hemiacetal structure where one substituent is derived from the carbonyl (the -OR group) and the other substituent is from the alcohol (the -OH group).

In this structure, the aldehyde or ketone provides the carbonyl carbon, which is then bonded to one oxygen from the alcohol (creating the -OR group) and retains the hydroxyl (-OH) as part of the structure. This combination is key to the stability and reactivity of hemiacetals, particularly in biological systems and in the context of carbohydrate chemistry.

The presence of two -OH groups, three -OR groups, or only carbon chains would not correspond to the structure of a hemiacetal. The distinctive combination of one -OR and one -OH group is what defines the hemiacetal ability to participate in further reactions such as conversion

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Two -OH groups

Three -OR groups

Only carbon chains

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