CH 3 CHO gives Iodoform test but C 6 H 5 CH 2 CHO does not give Iodoform test due to absence of methyl group.
Aldehydes, Ketones and Carboxylic Acids
As –I effect increases, COOH group becomes more electron deficient and tendency to loose H + ions increases i.e., acid strength increases.
As +I effect increases, acid strength decreases.
Thus, correct order of acid strength is
The reactivity of the carbonyl group towards the nucleophilic addition reactions depend upon the magnitude of the positive charge on the carbonyl carbon atom (electronic factor) and also on the crowding around the carboxyl carbon atom in the transition state (steric factor).
Both these factors predict the following order I > II > III
CH 3 COCl is most susceptible to nucleophilic attack.
The susceptibility of a substrate towards nucleophilic attack depends on how good a leaving group is attached to it.
Cl – is a weak base and therefore a good leaving group.
Here you can see no new C–C bond is formed in Cannizzaro reaction.
This is Hell–Volhard–Zelinsky reaction.
In this reaction, acids containing -H react with Br 2 /red P giving product in which the -hydrogens are substituted by Br.
The more the basic character of the leaving group, the lesser is the reactivity the basic character follows the order NH 2 – > OR – > RCOO – > Cl – Hence, the relative reactivities of acyl compounds towards nucleophilic substitution follow the order Acyl halides > Acid anhydride > Ester > Amide.
As the carbonyl carbon is electron deficient so most susceptible to attack by ncleophilic reagent or base.
Thus -hydrogen is the easily obstructed from ketones by a base.
The ease of hydrolysis depends upon the magnitude of the +ve charge on the carbonyl group.
Electron-withdrawing groups increase the magnitude of positive charge and electron donating groups decrease the magnitude of positive charge.
Hence, the decreasing order of reactivity towards hydrolysis is (ii) > (iv) > (i) > (iii)
Clemmensen reduction : Aldehydes and ketones are reduced to the corresponding alkanes by means of amalgamated Zinc and HCl.