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In the given reaction sequence Ph-CH(2...

In the given reaction sequence
`Ph-CH_(2)-CHO overset(NaOH)to overset(Delta)to overset(H_(2)//Ni)to`(X)
Product (X) will be

A

`{:(Ph-CH_(2)-CH-CH-Ph),(" | |"),(" OH CHO"):}`

B

`{:(Ph-CH_(2)-CH_(2)-CH-Ph),(" |"),(" "CH_(2)OH):}`

C

`{:(Ph-CH_(2)-CH_(2)-CH-Ph),(" |"),(" CHO"):}`

D

`{:(Ph-CH_(2)-CH_(2)-CH-Ph),(" |"),(" "CH_(3)):}`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we will break down the reaction sequence step by step. ### Step 1: Identify the starting compound The starting compound is benzaldehyde (Ph-CH₂-CHO). This compound contains an aldehyde functional group. ### Step 2: Aldol Condensation Reaction The first step involves treating the starting compound with sodium hydroxide (NaOH) and heating it. This indicates that an aldol condensation reaction will occur. 1. **Formation of Enolate Ion**: The base (NaOH) abstracts an alpha hydrogen from the benzyl group (Ph-CH₂-), forming an enolate ion. \[ \text{Ph-CH}_2\text{-CHO} + \text{NaOH} \rightarrow \text{Ph-CH}^- \text{-CHO} + \text{H}_2\text{O} \] 2. **Nucleophilic Attack**: The enolate ion then acts as a nucleophile and attacks the carbonyl carbon of another molecule of benzaldehyde, leading to the formation of a β-hydroxy aldehyde. \[ \text{Ph-CH}^- \text{-CHO} + \text{Ph-CHO} \rightarrow \text{Ph-CH(OH)-CH}_2\text{CHO} \] ### Step 3: Dehydration Upon heating, the β-hydroxy aldehyde undergoes dehydration (loss of water) to form an α,β-unsaturated aldehyde. \[ \text{Ph-CH(OH)-CH}_2\text{CHO} \overset{\Delta}{\rightarrow} \text{Ph-CH=CH-CHO} + \text{H}_2\text{O} \] ### Step 4: Reduction The next step involves reducing the α,β-unsaturated aldehyde using hydrogen gas (H₂) in the presence of a nickel catalyst (Ni). This reduction will convert the double bond into a single bond and the aldehyde group into an alcohol. \[ \text{Ph-CH=CH-CHO} + \text{H}_2 \xrightarrow{\text{Ni}} \text{Ph-CH}_2\text{-CH}_2\text{-CHO} \] ### Step 5: Final Product The final product (X) after reduction is a primary alcohol, specifically benzyl alcohol (Ph-CH₂-CH₂-OH). ### Final Answer Thus, the product (X) will be: \[ \text{Ph-CH}_2\text{-CH}_2\text{-OH} \]

To solve the problem, we will break down the reaction sequence step by step. ### Step 1: Identify the starting compound The starting compound is benzaldehyde (Ph-CH₂-CHO). This compound contains an aldehyde functional group. ### Step 2: Aldol Condensation Reaction The first step involves treating the starting compound with sodium hydroxide (NaOH) and heating it. This indicates that an aldol condensation reaction will occur. ...
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RESONANCE ENGLISH-CARBONYL COMPOUNDS (ALDEHYDES & KETONES ) & CARBOXYLIC ACID -Part-I
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  3. In the given reaction sequence Ph-CH(2)-CHO overset(NaOH)to overset(...

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  4. Among the following compounds, which will react with acetone to give a...

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  5. Consider following intramolecular aldol condensation reaction X c...

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  6. The compound X on treatment with acidified K(2)Cr(2)O(7) gives compoun...

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  7. What is the final products (B) of this reaction sequences ?

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  9. Which of the following does not give haloform reaction:

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  10. Synthesis of an ester involves the reaction of alcohols with

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  11. When phenyl magnesium bromide reacts with t-butanol the product would ...

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  13. In the reaction sequence CH(3)-overset(O)overset(||)(C)-H-underset(...

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  15. A cyanohydrin of a compound X on hydrolysis gives lactic acid. The X i...

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

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  17. PhCHO +(CH(3)CO)(2)O overset((1)CH(3)COONa)underset((2)"hydrolysis", D...

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  18. What will be the product of the following reaction Ph-underset(Me)un...

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  19. In the following conversion Which of the following reagents is su...

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  20. The major products formed in the reaction C(6)H(5)CHO+CH(3)NO(2) ove...

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