Textbook Question
Consider the following organic substances: ethylethanoate, ethylmethylether, hexanol, and propanone. (b) Which of these molecules contain a C = O group?
22. Organic Chemistry
Naming Esters
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Provide the systematic name for the following ester.
A
tert-butyl 3,3-dimethylpentanoate
B
sec-butyl 3,3-dimethylpentanoate
C
tert-butyl 4,4-dimethylpentanoate
D
isopropyl 3,3-dimethylpentanoate
Verified step by step guidance1
Identify the ester functional group in the structure, which is characterized by the presence of a carbonyl group (C=O) adjacent to an ether linkage (O-C).
Determine the alkyl group attached to the oxygen atom of the ester. In this structure, the alkyl group is a tert-butyl group, which is a branched chain with three methyl groups attached to a central carbon.
Identify the acyl group, which is the part of the ester derived from the carboxylic acid. In this structure, the acyl group is a 3,3-dimethylpentanoate, which is a five-carbon chain with two methyl groups attached to the third carbon.
Combine the names of the alkyl and acyl groups to form the systematic name of the ester. The name is constructed by placing the alkyl group name first, followed by the acyl group name.
Verify the systematic name by ensuring that it matches the structure and follows IUPAC naming conventions. The correct name for this ester is tert-butyl 3,3-dimethylpentanoate.
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