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Question about Organic Functions: Nomenclature of Nitrile and Isonitrile

Chemistry

Originais Teachy

Organic Functions: Nomenclature of Nitrile and Isonitrile

Hard

(Originais Teachy 2024) - Question Hard of Chemistry

The chemical industry uses a wide range of organic compounds in synthesis processes and manufacturing of various products. The proper nomenclature of these compounds is crucial not only for communication among professionals but also to ensure the safety and effectiveness of operations. Consider ethyl 2-bromo-4-methylpentanedioate, an intermediate in the synthesis of a vascular medication that aims to dilate blood vessels. This compound contains a specific functional group that can be derived from both a nitrile and an isonitrile. The correct identification of this functional group is essential for understanding the medication's mechanism of action and for optimizing synthesis processes. If a characteristic absorption of 2230 cm^-1 is observed during the spectral analysis of the compound in the infrared spectrum, what is the functional group present in the compound, and how should we name it considering IUPAC rules?
a.
The functional group present in the compound is a nitrile, and the IUPAC name of the compound is 'ethyl 2-bromo-4-methylpentanedioate 1-onitrile'.
b.
The functional group present in the compound is a nitrile, and the IUPAC name of the compound is '3-bromo-1-methylbutanedioate ethyl 1-cyano'.
c.
The functional group present in the compound is a nitro compound, and the IUPAC name of the compound is 'ethyl 2-bromo-4-methylpentanedioate 1-nitroethane'.
d.
The functional group present in the compound is a carboxylic acid, and the IUPAC name of the compound is '3-bromo-1-methylbutanedioic diacid'.
e.
The functional group present in the compound is an isonitrile, and the IUPAC name of the compound is 'ethyl 2-bromo-4-methylpentanedioate 1-isonitrile'.

Answer sheet:

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