Skip to content
Question of 87

Q.Describe the following:

i) Acetylation
ii) Cannizaro reaction
iii) Cross aldol condensation
iv) Decarboxylation
Telangana TsbieTelangana Board of Intermediate Education 2022Subjective· 8mImportance★★★★★
0% · 0/87 Questions
🔒 Locked · start free trial →

You're viewing a preview — the full solution, concept, methods & PYQ mapping are locked.

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):

C6H5NH2+(CH3CO)2O→C6H5NHCOCH3+CH3COOHC_6H_5NH_2 + (CH_3CO)_2O \rightarrow C_6H_5NHCOCH_3 + CH_3COOH

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:

2HCHO→conc. NaOHCH3OH+HCOONa2HCHO \xrightarrow{conc.\ NaOH} CH_3OH + HCOONa

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:

C6H5CHO+CH3CHO→dil. NaOHC6H5CH=CHCHO+H2OC_6H_5CHO + CH_3CHO \xrightarrow{dil.\ NaOH} C_6H_5CH=CHCHO + H_2O

iv) Decarboxylation …

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.