Given the following reaction: $2-\mathrm{bromopentane}$ is treated with aqueous ${\mathrm{KOH}}_{\text{(aq)}}$. Draw the major organic product and select the correct IUPAC name for this product.

• A. ${\mathrm{Pentan}}_2\mathrm{one}$
• B. ${\mathrm{Pent}}_1\mathrm{en}e$
• C. ${\mathrm{Pent}}_2\mathrm{ol}$
• D. ${\mathrm{Pent}}_2\mathrm{en}e$

Answer: (C)

Verified step by step guidance

1. Identify the structure of 2-bromopentane: it is a five-carbon chain (pentane) with a bromine atom attached to the second carbon.
2. Recognize that aqueous KOH is a nucleophilic substitution reagent that can replace the bromine atom with a hydroxyl group (OH) via an SN2 or SN1 mechanism depending on the substrate.
3. Replace the bromine atom on carbon 2 with an OH group to form an alcohol, resulting in 2-pentanol as the major organic product.
4. Confirm the IUPAC name by numbering the carbon chain to give the hydroxyl group the lowest possible number, which is carbon 2 in this case, so the correct name is pentan-2-ol.
5. Note that other options like pentan-2-one (a ketone) or pent-1-ene (an alkene) do not correspond to the substitution reaction with aqueous KOH on 2-bromopentane.