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 +I effect (electron –donating) groups decrease the strengths of acids, while –I (electron withdrawing) groups increase the strength of acids. As methoxy group is an electron-donating group, 4-methoxybenzoic acid is a weaker acid than benzoic acid. Nitro groups is an electron withdrawing groups and will increase the strength of acids. As 3, 4-dintrobenzoic acid contains two nitro groups, it is a slightly stronger acid than 4-nitrobenzoic acid. Hence, the strength of the given acid increase as:
4-Methoxy benzoic acid < Benzoic acid < 4-Nitrobenzoic acid < 3, 4-Dinitrobenzoic acid.