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in the following reaction "Aldeyde ...

in the following reaction
`"Aldeyde +ALcohol "overset( HCl) to " Acetal "`
`{:("Aldehyde ","Alcohol"),(HCHO,""^(t)BuOH),(CH_(3)CHO,MeOH):}`
the best combination is :

A

HCHO and MeOH

B

`CH_3CHO and .^(t)BuOH`

C

`HCHO and .^(t)BuOH`

D

`CH_3CHO and MeOH`.

Text Solution

AI Generated Solution

The correct Answer is:
To determine the best combination of aldehyde and alcohol that reacts to form an acetal in the presence of HCl, we can follow these steps: ### Step 1: Identify the Reactants We have two types of reactants: aldehydes and alcohols. The options provided are: - Aldehydes: HCHO (formaldehyde) and CH3CHO (acetaldehyde) - Alcohols: t-BuOH (tertiary butyl alcohol) and MeOH (methanol) ### Step 2: Understand the Mechanism of Acetal Formation In the formation of an acetal, the aldehyde acts as an electrophile and the alcohol acts as a nucleophile. The reaction involves: 1. Protonation of the carbonyl oxygen of the aldehyde by HCl. 2. Nucleophilic attack by the alcohol on the carbonyl carbon. 3. Formation of a hemiacetal intermediate. 4. Further reaction with another molecule of alcohol to form the acetal. ### Step 3: Evaluate the Electrophilicity of Aldehydes - **Formaldehyde (HCHO)** has no alkyl groups attached to the carbonyl carbon, making it more electrophilic. - **Acetaldehyde (CH3CHO)** has a methyl group, which donates electron density through the +I effect, making it less electrophilic than formaldehyde. Thus, formaldehyde is the better choice for the reaction. ### Step 4: Evaluate the Nucleophilicity of Alcohols - **Methanol (MeOH)** is a simple alcohol with no steric hindrance, allowing it to effectively attack the electrophilic carbonyl carbon. - **Tertiary butyl alcohol (t-BuOH)** has three bulky methyl groups, which create steric hindrance, making it less effective as a nucleophile. Therefore, methanol is the better nucleophile for this reaction. ### Step 5: Combine the Best Aldehyde and Alcohol Based on the evaluations: - The best aldehyde is **formaldehyde (HCHO)**. - The best alcohol is **methanol (MeOH)**. ### Conclusion The best combination for the reaction to form an acetal is: **Formaldehyde (HCHO) + Methanol (MeOH) in the presence of HCl.** ### Final Answer The best combination is: **(HCHO, MeOH)**. ---

To determine the best combination of aldehyde and alcohol that reacts to form an acetal in the presence of HCl, we can follow these steps: ### Step 1: Identify the Reactants We have two types of reactants: aldehydes and alcohols. The options provided are: - Aldehydes: HCHO (formaldehyde) and CH3CHO (acetaldehyde) - Alcohols: t-BuOH (tertiary butyl alcohol) and MeOH (methanol) ### Step 2: Understand the Mechanism of Acetal Formation ...
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