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The products of the reaction of HCHO and...

The products of the reaction of HCHO and PhCHO in presence of concentrated base are

A

`HCH_2OH +PhCOO^(-)`

B

`HCOO^(-) + PhCH_2OH`

C

`PhCOOCH_3`

D

`HCOOCH_2Ph`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the products of the reaction between HCHO (formaldehyde) and PhCHO (benzaldehyde) in the presence of a concentrated base, we will follow these steps: ### Step 1: Identify the Reaction Type The reaction between two different aldehydes (HCHO and PhCHO) in the presence of a strong base is known as a **cross-aldol condensation** reaction. However, since both aldehydes do not have alpha hydrogens, they undergo a **cross-Canizzaro reaction** instead. **Hint:** Remember that the Canizzaro reaction occurs when aldehydes lack alpha hydrogens. ### Step 2: Understand the Reactants - **HCHO (Formaldehyde)**: It has the structure H2C=O. - **PhCHO (Benzaldehyde)**: It has the structure C6H5CHO (where C6H5 is the phenyl group). **Hint:** Visualize the structures of the aldehydes to understand their reactivity. ### Step 3: Analyze the Mechanism In a cross-Canizzaro reaction: - One aldehyde gets oxidized to a carboxylate ion, while the other gets reduced to an alcohol. - The strong base (OH⁻) acts as a nucleophile and attacks the carbonyl carbon of the more electrophilic aldehyde. **Hint:** Identify which aldehyde is more electrophilic based on the substituents. ### Step 4: Determine Electrophilicity - **Benzaldehyde (PhCHO)** is more electrophilic than formaldehyde (HCHO) because the phenyl group is electron-withdrawing, making the carbonyl carbon more positive. - Therefore, the hydroxide ion (OH⁻) will attack formaldehyde (HCHO) to form a carboxylate ion. **Hint:** Compare the electron-withdrawing effects of the groups attached to the carbonyl carbon. ### Step 5: Identify the Products 1. **From HCHO**: The reaction will yield the carboxylate ion from formaldehyde: - HCHO + OH⁻ → HCOO⁻ (formate ion) 2. **From PhCHO**: The reaction will yield phenyl alcohol: - PhCHO + OH⁻ → C6H5CH2OH (benzyl alcohol) **Hint:** Write down the products clearly, indicating the oxidation and reduction processes. ### Final Answer The products of the reaction between HCHO and PhCHO in the presence of concentrated base are: - **Formate ion (HCOO⁻)** - **Benzyl alcohol (C6H5CH2OH)** Thus, the correct answer is option two: **HCOO⁻ and C6H5CH2OH**.
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