Q.Describe the following:
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Start your 14-day free trial to unlock the full solution →Four classic organic transformations of carbonyl/carboxylic-acid chemistry: acetylation, Cannizaro, cross aldol, and decarboxylation.
i) Acetylation
Acetylation is the introduction of an acetyl group (CH3CO-) into an organic molecule, typically replacing an active hydrogen on an -OH or -NH2 group. It is commonly carried out using acetic anhydride or acetyl chloride, often in the presence of a base like pyridine.
Example: acetylation of aniline to acetanilide (used to protect -NH2 and moderate its activating effect on the ring):
ii) Cannizaro reaction
Aldehydes that do not have an α-hydrogen atom (non-enolisable aldehydes, e.g., HCHO, C6H5CHO) undergo a self oxidation-reduction (disproportionation) reaction when treated with concentrated alkali (NaOH). One molecule of the aldehyde is reduced to the corresponding alcohol, while a second molecule is simultaneously oxidized to the salt of the corresponding carboxylic acid.
Example:
iii) Cross aldol condensation
When aldol condensation is carried out between two different aldehydes and/or ketones (with at least one of them having an α-hydrogen atom), it is called a cross aldol condensation. Since more than one enolizable partner (or one enolizable + one non-enolizable partner) can react, a mixture of up to four different products can form (unless one of the two carbonyl compounds has no α-hydrogen, which limits the mixture and gives a more useful selective reaction, similar in spirit to Claisen-Schmidt reaction).
Example: acetaldehyde (has α-H) with benzaldehyde (no α-H) in dilute NaOH gives cinnamaldehyde-type product via crossed condensation:
iv) Decarboxylation …
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