Home
Class 12
CHEMISTRY
CH(2)OHCH(2)CH(2)COCH(3)overset("Reagent...

`CH_(2)OHCH_(2)CH_(2)COCH_(3)overset("Reagent")rarr`
`CH_(2)OHCH_(2)CH_(2)CH_(2)CH_(3)`
Suitable reagent for above reaction is :-

A

Zn-`Hg//HCl`

B

`NH_(2)NH_(2)//C_(2)H_(5)ONa`

C

Red P + HI

D

All

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify a suitable reagent that can convert the compound \( CH_2OHCH_2CH_2COCH_3 \) (which contains both an alcohol and a ketone) into \( CH_2OHCH_2CH_2CH_2CH_3 \) (which is a primary alcohol with no ketone). The ketone group must be reduced to an alkane while the alcohol group remains unchanged. ### Step-by-Step Solution: 1. **Identify the Functional Groups**: - The starting compound has an alcohol group (-OH) and a ketone group (C=O). The alcohol is at the first carbon, and the ketone is at the fourth carbon. 2. **Determine the Desired Transformation**: - We want to convert the ketone group into an alkane while keeping the alcohol group intact. The final product should be a straight-chain alcohol with five carbons. 3. **Evaluate Possible Reagents**: - **Clemenson Reduction**: This method uses zinc amalgam and HCl to reduce ketones to alkanes. However, it is not suitable here because HCl can protonate the alcohol, leading to its elimination. - **Wolf-Kishner Reduction**: This method involves hydrazine (NH2NH2) and a strong base (like NaOH). It selectively reduces the ketone to an alkane without affecting the alcohol group. This is a suitable reagent for our transformation. - **Red Phosphorus and HI**: This reagent would reduce both the ketone and the alcohol to alkanes, which is not what we want. 4. **Conclusion**: - The only suitable reagent that can selectively reduce the ketone to an alkane while preserving the alcohol is the Wolf-Kishner reduction. ### Final Answer: The suitable reagent for the reaction is **Wolf-Kishner Reduction**.
Promotional Banner

Topper's Solved these Questions

Similar Questions

Explore conceptually related problems

CH_(3)CH_(2)CHCl_(2) overset(Aq.KOH)rarr ?

H_(2)C=CH-CH_(2)-overset(O)overset(||)C-H overset("Reagent")rarr CH_(2)-CH_(2)-CH_(2)-CH_(2)-OH Appropriate reagent for above conversion will be

CH_(3)CH_(2)CH(OH)CH(CH_(3))_(2)+CH_(3)COCI overset("base")rarr CH_(3)CH_(2)CH(OCOCH_(3))CH(CH_(3))_(2)+HCI In the above reaction, if the reactant alcohol is a pure R-isomer the product would.

IUPAC name of CH_(3)CH_(2)CH_(2)CH(CH_(3))COCH_(3) is

CH_(3)-CH_(2)-O-CH_(2)-CH_(3)+O_(2)overset(hv)rarr (A) The product (A) is:

CH_(3)""^(.)CH_(2)CH_(2)Cl overset(aq. KOH)(to) CH_(3)CH_(2)CH_(2)OH The reaction is