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In the reaction, H3C-CH=CH-CH2-CH2-CN o...

In the reaction,
`H_3C-CH=CH-CH_2-CH_2-CN overset((i)AIH(t-Bu)_2 )underset((ii) H_2O)rarr`
Identify the product formed in the given reaction.

A

`H_3C-CH_2CH_2CH_2CH_2CN`

B

`H_3C-CH=CH-CH_2CH_2CHO`

C

`H_3CCH_2CH_2CH_2CH_2CHO`

D

None of the above

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the given reaction step by step. ### Step 1: Identify the Reactants The reactant given is: \[ H_3C-CH=CH-CH_2-CH_2-CN \] This molecule contains a double bond (C=C) and a cyano group (C≡N). ### Step 2: Identify the Reagent The reagent used in the first step is: \[ \text{AIH(t-Bu)}_2 \] This is a type of aluminum hydride known as diisobutylaluminum hydride (DIBAL-H), which is a selective reducing agent. ### Step 3: Understand the Reaction Type DIBAL-H is known for its ability to reduce nitriles (C≡N) to aldehydes (RCHO) without affecting double bonds. Therefore, in this reaction, the cyano group will be reduced to an aldehyde while the double bond will remain intact. ### Step 4: Perform the Reduction When DIBAL-H reacts with the cyano group in the molecule, the following transformation occurs: - The cyano group (C≡N) is reduced to an aldehyde (C=O). - The double bond (C=C) remains unchanged. The structure after this reduction will be: \[ H_3C-CH=CH-CH_2-CH_2-CHO \] ### Step 5: Hydrolysis The second step involves hydrolysis with water (H2O). However, since the double bond remains unchanged and the aldehyde is already formed, the hydrolysis does not further change the product. ### Final Product The final product after the reaction is: \[ H_3C-CH=CH-CH_2-CH_2-CHO \] This is an aldehyde with the original double bond intact. ### Conclusion The product formed in the given reaction is: \[ H_3C-CH=CH-CH_2-CH_2-CHO \] ---
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