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H(3)C-overset(O)overset(||)(C)-CH(2)CH(2...

`H_(3)C-overset(O)overset(||)(C)-CH_(2)CH_(2)CO_(2)CH_(3) to H_(3)C-overset(OH)overset(||)(CH)-CH_(2)CH_(2)CH_(2)OH`
can be effected using:

A

`LiAlH_(4)` and then `H^(+)`

B

`NaBH_(4)` and then `H^(+)`

C

`H_(2)//` carbon

D

None of these

Text Solution

AI Generated Solution

The correct Answer is:
To convert the compound \( H_3C-CO-CH_2CH_2CO_2CH_3 \) (which contains a ketone and an ester) to \( H_3C-CHOH-CH_2CH_2CH_2OH \) (which contains two alcohol groups), we can follow these steps: ### Step-by-Step Solution: 1. **Identify Functional Groups**: - The starting compound has a ketone group (C=O) and an ester group (C=O with an -O-alkyl group). The target compound has two alcohol (-OH) groups. 2. **Choose a Reducing Agent**: - To convert both the ketone and the ester into alcohols, we need a strong reducing agent. The most suitable reagent for this transformation is **Lithium Aluminum Hydride (LiAlH_4)**. 3. **Reduction Reaction**: - When we treat the starting compound with LiAlH_4, it will reduce the ketone group to a secondary alcohol and the ester group to a primary alcohol. The reaction can be summarized as follows: \[ \text{Ketone} \rightarrow \text{Secondary Alcohol} \] \[ \text{Ester} \rightarrow \text{Primary Alcohol} \] 4. **Protonation**: - After the reduction step, we need to protonate the resulting alkoxide intermediates to form the alcohols. This is typically done by adding a dilute acid (like \( H^+ \)) after the reduction. 5. **Final Structure**: - After the reduction and protonation, the final structure will be \( H_3C-CHOH-CH_2CH_2CH_2OH \), which is the desired product. ### Summary of Steps: - **Step 1**: Identify functional groups (ketone and ester). - **Step 2**: Use Lithium Aluminum Hydride (LiAlH_4) as the reducing agent. - **Step 3**: Reduce the ketone and ester to alcohols. - **Step 4**: Protonate the alkoxide intermediates with \( H^+ \). - **Step 5**: Confirm the final product structure.
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ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-1
  1. Which of the following alchohol gives lodoform test:

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  2. The products formed in the reaction are : C(6)H(5)-overset(O)overset...

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  3. H(3)C-overset(O)overset(||)(C)-CH(2)CH(2)CO(2)CH(3) to H(3)C-overset(O...

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  4. Identify the final product of the reaction : ,

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  5. Which of the following reacts with water to form very stable product ?

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  6. A compound that gives positive iodoform test is

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  7. Which of the following will not undergo aldol condensation ?

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  8. Cannizzaro reaction is not given by

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  9. In the reaction: [X] will be :-

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  10. In Cannizzaro reaction, which of the following is a better hydride don...

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  11. If 3- hexanone is reacted with NaBH(4) followed by hydrolysis with D(2...

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  12. What is product 'B ' in the given sequence of reaction , CH-=CHoverset...

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  13. The product (B) is :

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  14. Which one of the following reagents is suitable for the converston of ...

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  15. Acetaldehyde when treated with dilute NaOH gives

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  16. Benzaldehyde reacts with formaldehyde in the presence of alkali to for...

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  17. The compounds A,B and C in the reaction sequence are given by th...

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  18. In the reaction sequence RCOCl+H(2)overset(Pd+BaSO(4))rarrAoverset(H...

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  19. Oxidation of 2-methyl propane-1,2-diol with periodic acid gives:-

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  20. A carbonyl compound gives a positive lodoform test but but does not ...

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