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2CH(3)CHO overset(OH^(-))rarr X rarr Y o...

`2CH_(3)CHO overset(OH^(-))rarr X rarr Y overset(H_(2)-Pd//C)rarr Z, Z` is

A

`CH_(3)CH=CHCH_(2)OH`

B

`CH_(3)CH_(2)CH_(2)CH_(2)OH`

C

`CH_(3)CH_(2)CH_(2)CHO`

D

`CH_(3)CH=CHCHO`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, let's break down the reactions involved: ### Step 1: Aldol Condensation We start with two molecules of acetaldehyde (CH₃CHO). In the presence of a base (OH⁻), aldol condensation occurs. The base abstracts an alpha hydrogen from one of the acetaldehyde molecules, leading to the formation of an enolate ion. 1. **Formation of Enolate Ion:** \[ \text{CH}_3\text{CHO} + \text{OH}^- \rightarrow \text{CH}_2\text{CHO}^- + \text{H}_2\text{O} \] 2. **Nucleophilic Attack:** The enolate ion then attacks the carbonyl carbon of another acetaldehyde molecule, resulting in the formation of a β-hydroxyaldehyde (X). \[ \text{CH}_2\text{CHO}^- + \text{CH}_3\text{CHO} \rightarrow \text{CH}_3\text{CH(OH)CH}_2\text{CHO} \quad (X) \] ### Step 2: Dehydration Next, we heat the β-hydroxyaldehyde (X) to eliminate a water molecule, forming an α,β-unsaturated aldehyde (Y). 3. **Dehydration Reaction:** \[ \text{CH}_3\text{CH(OH)CH}_2\text{CHO} \xrightarrow{\text{heat}} \text{CH}_3\text{CH=CHCHO} + \text{H}_2\text{O} \quad (Y) \] ### Step 3: Hydrogenation Finally, we reduce the α,β-unsaturated aldehyde (Y) using hydrogen in the presence of palladium on carbon (H₂/Pd/C), which will reduce the double bond between the carbon atoms. 4. **Hydrogenation Reaction:** \[ \text{CH}_3\text{CH=CHCHO} + \text{H}_2 \xrightarrow{\text{H}_2/\text{Pd/C}} \text{CH}_3\text{CH}_2\text{CH}_2\text{CHO} \quad (Z) \] ### Final Product The final product Z is butanal (CH₃(CH₂)₂CHO). ### Summary of Steps: 1. **Aldol condensation** forms a β-hydroxyaldehyde (X). 2. **Dehydration** of X leads to an α,β-unsaturated aldehyde (Y). 3. **Hydrogenation** of Y results in butanal (Z).

To solve the problem step by step, let's break down the reactions involved: ### Step 1: Aldol Condensation We start with two molecules of acetaldehyde (CH₃CHO). In the presence of a base (OH⁻), aldol condensation occurs. The base abstracts an alpha hydrogen from one of the acetaldehyde molecules, leading to the formation of an enolate ion. 1. **Formation of Enolate Ion:** \[ \text{CH}_3\text{CHO} + \text{OH}^- \rightarrow \text{CH}_2\text{CHO}^- + \text{H}_2\text{O} ...
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DISHA PUBLICATION-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS-Exercise - 1 : Concept Builder (Topicwise) (TOPIC 2 : Properties of Carbonyl Compounds)
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  2. Which carbon atoms are most susceptible to nucleophilic attack? unde...

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  3. 2CH(3)CHO overset(OH^(-))rarr X rarr Y overset(H(2)-Pd//C)rarr Z, Z is

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  4. CH(3)COCH(2)Cl overset(OH^(-),Cl(2))rarr " Product P " is

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  5. Formalin is an aqueous solution of

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  6. (CH(3))(2)C=CHCOCH(3) can be oxidised to (CH(3))(2) C=CHCOOH by

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  7. Aldehydes and ketones will not form crystalline derivatives with

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  8. Which of the following compounds will undergo self aldol condensation ...

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  9. Appropriate reducing agent for the following conversion is - CH(2)=C...

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  10. Which of the following is a disproportionation reaction ?

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  11. The reactant ( X) in the reaction, ( X) underset( (CH(3)CO)(2)O) ove...

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  12. underset((A))(C(16)H(16))overset(O(3))rarr underset(C(8)H(8)O)((B))ove...

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  13. Ph-overset(O)overset(||)(C)-OH overset(SOCl(2))(to)(A) underset(Pd- Ba...

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  14. Arrange the followoing carbonyl compounds in decreasing order of their...

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  15. In the above reaction, product (B) is :

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  16. Which of the major product of the following reaction? CH(3)-overset(O...

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  17. Arrange the following compounds in order of their reactivity toward Li...

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  18. Which one of the following compounds will be most readily dehydrated?

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  19. Acetone is treated with excess of ethanol in the presence of hydrochlo...

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  20. Consider the reaction RCHO + NH(2)NH(2) rarr R - CH = N NH(2) What...

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