The IUPAC name of the product that formed in the following chemical reaction is:
Acetone $\xrightarrow{ ext{(

Question

The IUPAC name of the product that formed in the following chemical reaction is:
Acetone $\xrightarrow{	ext{(i) } C_2H_5MgBr, 	ext{ dry Ether}}$ $\xrightarrow{	ext{(ii) } H_2O, H^+}$ Product

Accepted Answer

The reaction involves the nucleophilic addition of a Grignard reagent to a ketone:
1.  **Reactants:** Acetone is Propan-2-one ($CH_3-CO-CH_3$). The Grignard reagent is Ethyl magnesium bromide ($C_2H_5MgBr$).
2.  **Mechanism:** The ethyl group ($C_2H_5^-$) from the Grignard reagent attacks the carbonyl carbon of acetone. The oxygen coordinates with $MgBr$. This forms an intermediate adduct.
    $$ (CH_3)_2C=O + C_2H_5MgBr \rightarrow (CH_3)_2C(OMgBr)(C_2H_5) $$
3.  **Hydrolysis:** Acid hydrolysis ($H_2O/H^+$) converts the adduct into a tertiary alcohol.
    $$ (CH_3)_2C(OMgBr)(C_2H_5) + H_2O \rightarrow (CH_3)_2C(OH)(C_2H_5) + Mg(OH)Br $$
4.  **Product Identification:** The structure formed is $CH_3-C(OH)(CH_3)-CH_2-CH_3$. The longest carbon chain containing the -OH group has 4 carbons (Butane). The substituent is a methyl group at position 2, and the hydroxyl group is also at position 2. 
    **IUPAC Name:** 2-Methylbutan-2-ol.

Step-by-Step Solution

Practice All CHEMISTRY Questions