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Question

(a) Describe the following:

(i) Acetylation (ii) Cannizzaro reaction

(iii) Cross aldol condensation (iv) Decarboxylation

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Solution

(a) Acetylation:- Introducing an acyl group (R – C –) when alcohol reacts with carboxylic acid anhydride or acid chloride reacts forming ester is called acetylation.

(b) Cannizaro reaction: Aldehydes which do not have an -hydrogen atom, undergo self oxidation and reduction (disproportionation) on treatment with concentrated alkali.

HCHO+HCHO conc.NaOH−−−−−− HCOOH+HCOONa

(c) Cross aldol condensation

CH3CHO+CH3CH2CHO 1 NaOH−−−−2Δ CH3CH=CHCHO+

CH3CH2CH=CCHO
|
CH3
CH3CH=CCHO + CH3CH2CH=CHCHO
|
CH3
____________________________________________________
Cross aldol products

When 2 different aldehydes containing - hydrogen reacts with dilute NaOH 4 products are formed. 2 products are crossed and 2 are self products are formed.

(iv) De carboxylation

Carboxylic acids lose CO2 to form hydrocarbons when their sodium salts are heated with soda lime (NaoH + CaO)

RCOONa ΔNaOH+CaORH+Na2CO3


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