Question

AcoH он 2. DCC ム2Co2 он 2

Fill in all the question marks with products in the following reaction cascade. Justify your answers in full sentences.Thanks!

Answer 1

AcOH Br2 The ketone is protonated and forms enol which attacks the bromine and get brominated at alpha position. The reaction stops at single bromination and further bromination is not possible. Because the bromine decreases the basicity of the carbonyl oxygen which making second protonation is less favorable он + CHBr3 MeNH2 DCC NH N,1-dimethylcyclopentane-1-carboxamide The above first step reaction knwon as Bromoform reaction where methyl ketone is is hydrolyzed to obtain carboxylate anion and bromoform. The anion was coupled to methylamine to produce as major product. Li2CO3 AcOH 12 1-(1-methylcyclopentyl)prop-2-en-1-one он In the acidic medium, mono alpha iodination was occured and underwent elimination In the basic medium diiodination was performed 2,2-diiodo-1-(1-methylcyclopentyl)propan-1-one