Write structural formulae and names of the four possible aldol condensation products from propanal and butanal. In each case, indicate which aldehyde served as nucleophile and which as electrophile.
An organic compound (A) (Mol. formula C8H16O2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid produced (B). Write equations for the reactions involved.
The compound having +I effect will decrease the strength of the acids and groups having –I effect will increase the strength of the acids. In the given compounds the alkyl group has +I effect and Br- group has –I effect. Hence, the strength of the given acids increase as;
(CH3)2CHCOOH < CH3CH2CH2COOH < CH3CH(Br)CH2COOH < CH3CH2CH(Br)COOH.