What is the IUPAC name of the organic compound formed in the following chemical reaction ?
Correct Answer :
2-methyl butan-2-ol
Solution :
The correct answer is 2-methyl butan-2-ol.
Step-by-step explanation:
1. Identify the reactants from the given image:
The chemical reaction shown in the image starts with Acetone, which is reacted with:
(i) Ethylmagnesium bromide (, a Grignard reagent) in the presence of dry ether.
(ii) Water in acidic medium () for hydrolysis.
2. Mechanism of the Reaction:
• Step 1: Nucleophilic Addition
Acetone contains a polar carbonyl group ():
The nucleophilic ethyl group () from the Grignard reagent attacks the electrophilic carbonyl carbon of acetone. Simultaneously, the pi-electrons of the carbonyl bond shift to the oxygen atom, forming a magnesium halide adduct:
• Step 2: Hydrolysis
Acidic hydrolysis of the adduct protonates the oxygen atom to yield a tertiary alcohol:
3. IUPAC Nomenclature of the Product:
The structure of the product is:
• Find the longest continuous carbon chain containing the carbon atom bonded to the hydroxyl group (). This chain has 4 carbon atoms, which corresponds to butane.
• Number the chain from the end closer to the hydroxyl group (from left to right):
- C-1: (leftmost methyl group)
- C-2: Carbon with both the group and a methyl () substituent
- C-3:
- C-4: (rightmost ethyl carbon)
• The hydroxyl group is at C-2, which gives the parent suffix butan-2-ol.
• The methyl substituent is also attached to C-2, giving the prefix 2-methyl.
• Therefore, the IUPAC name of the compound is 2-methyl butan-2-ol.
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