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Which of the following reactions will yi...

Which of the following reactions will yield propan-2-ol ? Select the right answer from (a), (b), (c) and (d)
I. `CH_(2)=CH-CH_(3)+H_(2)O overset(H^(+))(rarr)`
II. `CH_(3)-CHO overset(CH_(3)MgI//H_(2)O)(rarr)`
III. `CH_(2)O underset(H_(2)O)overset(C_(2)H_(5)MgI)(rarr)`
IV. `CH_(2)=CH-CH_(3) overset("Neutral "KMnO_(4))(rarr)`

A

I and II

B

II and III

C

III and I

D

II and IV

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given reactions will yield propan-2-ol, let's analyze each reaction step by step. ### Step 1: Analyze Reaction I **Reaction I:** \( CH_2=CH-CH_3 + H_2O \overset{H^+}{\rightarrow} \) 1. The alkene \( CH_2=CH-CH_3 \) undergoes hydration in the presence of an acid (H+). 2. The double bond opens up and a carbocation is formed on the more substituted carbon. 3. Water (H2O) attacks the carbocation, leading to the formation of an alcohol. 4. After deprotonation, the product formed is \( CH_3CHOHCH_3 \), which is propan-2-ol. **Conclusion:** Reaction I yields propan-2-ol. ### Step 2: Analyze Reaction II **Reaction II:** \( CH_3CHO \overset{CH_3MgI/H_2O}{\rightarrow} \) 1. The aldehyde \( CH_3CHO \) reacts with the Grignard reagent \( CH_3MgI \). 2. The nucleophilic carbon of the Grignard reagent attacks the carbonyl carbon of the aldehyde. 3. This results in the formation of a tertiary alcohol after hydrolysis with water. 4. The product formed is \( CH_3CO-CH_3 \) and upon hydrolysis gives \( CH_3CHOHCH_3 \), which is propan-2-ol. **Conclusion:** Reaction II also yields propan-2-ol. ### Step 3: Analyze Reaction III **Reaction III:** \( CH_2O \overset{C_2H_5MgI}{\rightarrow} \) 1. The formaldehyde \( CH_2O \) reacts with the Grignard reagent \( C_2H_5MgI \). 2. The ethyl group from the Grignard reagent attacks the carbonyl carbon, leading to the formation of a secondary alcohol. 3. The product formed is \( CH_3CH(OH)CH_2 \), which is propan-1-ol, not propan-2-ol. **Conclusion:** Reaction III does not yield propan-2-ol. ### Step 4: Analyze Reaction IV **Reaction IV:** \( CH_2=CH-CH_3 \overset{KMnO_4}{\rightarrow} \) 1. The alkene \( CH_2=CH-CH_3 \) is treated with neutral KMnO4, which is a mild oxidizing agent. 2. This reaction leads to syn-dihydroxylation, forming a vicinal diol. 3. The products are formic acid and acetic acid, not propan-2-ol. **Conclusion:** Reaction IV does not yield propan-2-ol. ### Final Conclusion The reactions that yield propan-2-ol are: - Reaction I - Reaction II Thus, the correct answer is **(a) I and II**. ---
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