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What is the final product of the reactio...

What is the final product of the reaction?
`(CH_3)_(2) = CHCH_2CH_(3) overset((i) BH_3//THF)(rarr)overset(PCC)(rarr) underset((ii)H_2O^+)overset((i) CH_3MgBr)(rarr)`

A

2,3-dimenthyl pentan - 3 - ol

B

2,4 - dimethyl pentane - 3-ol

C

2,3 - dimethyl pentan - 2- ol

D

2,2-dimethyl pentan-3-ol

Text Solution

AI Generated Solution

The correct Answer is:
To determine the final product of the given reaction sequence, we will follow each step carefully. ### Step 1: Hydroboration of the Alkene The starting compound is `(CH3)2=CHCH2CH3`, which is an alkene. When this alkene reacts with `BH3` in `THF`, hydroboration occurs. According to the anti-Markovnikov rule, the boron atom (from `BH3`) will attach to the less substituted carbon, while hydrogen will add to the more substituted carbon. 1. The alkene `(CH3)2=CHCH2CH3` will undergo hydroboration to form a trialkylborane. The structure after this step will be: - **Intermediate**: `CH3-CH(CH3)-CH2-CH2-BH2` ### Step 2: Oxidation with H2O2 and OH- Next, the trialkylborane is treated with `H2O2` and `OH-`, which leads to oxidation. The boron atom is replaced with a hydroxyl group (-OH). 2. The product after this oxidation will be: - **Alcohol**: `CH3-CH(CH3)-CH2-CH2-OH` ### Step 3: Oxidation with PCC The alcohol formed in the previous step is then oxidized using `PCC` (Pyridinium chlorochromate), which converts the secondary alcohol to a ketone. 3. The resulting ketone will be: - **Ketone**: `CH3-CH(CH3)-C(=O)-CH2-CH3` ### Step 4: Reaction with Grignard Reagent Now, the ketone is treated with a Grignard reagent, `CH3MgBr`. The Grignard reagent acts as a nucleophile and attacks the carbonyl carbon of the ketone. 4. The product after this reaction will be: - **Intermediate**: `CH3-CH(CH3)-C(OH)(CH3)-CH2-CH3` ### Step 5: Hydrolysis Finally, hydrolysis of the intermediate will yield the final alcohol product. 5. The final product will be: - **Final Product**: `2,3-dimethylpentan-3-ol` ### Final Answer The final product of the reaction sequence is **2,3-dimethylpentan-3-ol**. ---
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