Q.Write the chemical equation when: (1+1=2)
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Start your 14-day free trial to unlock the full solution →The key idea is that Zn(Hg)/conc. HCl reduces a carbonyl group to a methylene group (Clemmensen reduction), while conc. NaOH on benzaldehyde without an α-hydrogen triggers the Cannizzaro reaction, giving benzyl alcohol and sodium benzoate.
Let’s unpack each reaction separately, starting with the concept behind the reagent.
1. Butan-2-one with Zn(Hg) and conc. HCl
Concept: This is the Clemmensen reduction. It’s a classic method to reduce a carbonyl group () in a ketone or aldehyde all the way to a methylene group (). The reagent — zinc amalgam in concentrated hydrochloric acid — provides a strongly acidic, reducing environment. The zinc metal donates electrons, and the acid protonates intermediates, ultimately replacing the oxygen with two hydrogens.
Why does this work? The carbonyl oxygen is first protonated, making the carbon more electrophilic. Zinc then transfers electrons, breaking the bond and forming a carbene-like intermediate that gets further reduced. The net result: the ketone becomes an alkane.
Step-by-step:
- Identify the substrate: Butan-2-one is . The carbonyl is at the second carbon.
- Apply the reduction: The group is replaced by . So the product has the same carbon skeleton, but the carbonyl carbon becomes a group.
- Write the product: The carbon chain is , which is butane.
A common mistake is to think the product is an alcohol. Clemmensen reduction goes all the way to the alkane — it does not stop at the alcohol stage. Also, this reaction works best for ketones and aldehydes that are stable to strong acid; acid-sensitive groups (like esters) would be destroyed.
Chemical equation:
2. Two molecules of benzaldehyde with conc. NaOH
Concept: This is the Cannizzaro reaction. It occurs with aldehydes that have no α-hydrogen atoms (i.e., the carbon next to the carbonyl has no hydrogen). Benzaldehyde () is the classic example. In concentrated base, one molecule of aldehyde is oxidized to a carboxylic acid (as its salt), and the other is reduced to a primary alcohol. It’s a disproportionation reaction.
Why does this happen? Without an α-hydrogen, the aldehyde cannot form an enolate (which would lead to an aldol reaction). Instead, the hydroxide ion attacks the carbonyl carbon of one aldehyde molecule, forming a tetrahedral intermediate. This intermediate transfers a hydride ion () to the carbonyl carbon of a second aldehyde molecule. The result: one aldehyde becomes a carboxylate (after deprotonation), and the other becomes an alcohol. …
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