Question
Question: $\oplus$ CH$_3$-CHO $\xrightarrow{CH_3OH/H^{\oplus} (excess)}$...
⊕ CH3-CHO CH3OH/H⊕(excess)

CH3-CH(OCH3)2 (1,1-dimethoxyethane)
Solution
Explanation of the solution:
This reaction is the acid-catalyzed formation of an acetal from an aldehyde and an alcohol.
- Acetaldehyde (CH3-CHO) is an aldehyde.
- Methanol (CH3OH) is an alcohol.
- H⊕ (excess) indicates an acid catalyst and excess alcohol.
Aldehydes react with two equivalents of alcohol in the presence of an acid catalyst to form acetals. The reaction proceeds via a hemiacetal intermediate, which then reacts further with a second molecule of alcohol to form the stable acetal.
The carbonyl oxygen of acetaldehyde is protonated, making the carbonyl carbon more electrophilic. Methanol then attacks this carbon, forming a hemiacetal. The hydroxyl group of the hemiacetal is subsequently protonated and leaves as water, forming a resonance-stabilized carbocation (oxonium ion). This carbocation is then attacked by a second molecule of methanol, followed by deprotonation, to yield the acetal.
The overall reaction is:
CH3-CHO+2CH3OHH⊕CH3-CH(OCH3)2+H2O
The product is 1,1-dimethoxyethane.