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In the given reaction RCN underset((ii...

In the given reaction
`RCN underset((ii)H_2O //H^+)overset((i)RMgX)rarr(X)`, (X) will be

A

Aldehyde

B

Ketone

C

Tertiary alcohol

D

Secondary alcohol

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given reaction: **Step 1: Identify the Reactants** The reactants in the reaction are RCN (where R is an organic group and CN is a cyano group) and RMgX (where RMgX is a Grignard reagent). **Step 2: Understand the Role of Grignard Reagent** The Grignard reagent (RMgX) acts as a nucleophile. The carbon atom in the cyano group (C≡N) has a partial positive charge due to the electronegativity difference between carbon and nitrogen. Therefore, the Grignard reagent will attack this carbon atom. **Step 3: Nucleophilic Attack** When RMgX attacks the carbon of the cyano group, it forms an intermediate where the cyano group becomes a carbon-nitrogen double bond (R-C=N-R') and the nitrogen atom now has a lone pair and a positive charge. **Step 4: Protonation of the Nitrogen** The nitrogen atom in the intermediate can then be protonated by water (H2O) or H+. This leads to the formation of a positively charged nitrogen species (R-C=N^+-R'). **Step 5: Water Attack** Next, the water molecule (H2O) can attack the carbon atom that is now bonded to nitrogen. This results in the formation of a new intermediate where the carbon has a hydroxyl group (OH) and the nitrogen still has a positive charge (R-C(OH)-N^+-R'). **Step 6: Rearrangement and Deprotonation** The positively charged nitrogen can lose a proton (H+) to stabilize the molecule. This results in the formation of a ketone (R-C(=O)-R'). **Step 7: Final Product** Thus, the final product (X) of the reaction is a ketone, which is represented as R-C(=O)-R'. **Conclusion** The product (X) formed in the reaction is a ketone.
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Knowledge Check

  • In the given reaction sequence CH_3CHO underset((ii)H_2O^+)overset((i) NaCN//HCl)(rarr)(A) underset("reagent")overset("Fenton")(rarr)(B) , B will be

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  • In the given reaction : Ph-underset(O)underset(||)C-CHY_(3)overset(H_(2)N-OH)rarr(X) underset(Delta)overset(PCI_(5))rarr(Y) Y will be

    A
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    B
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  • In the given reaction CH_3CHOoverset((i) HCN//Ca(CN)_2)underset((ii) H_3O^+)rarr[X] [X] will be

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