Question

i. Arrange according to increasing acidity. Explain your answer. HCOOH CH3COOH BrCH2COOH (4 marks) ii. Outline a stepwise mechanism for the following reaction. HOCH CH2CH2CH HOCH, CH3OH H+ -ОСН, (4 marks) Compound Q (C5H1002) has a pleasant smell and does not react with Br2 in CCI. Hydrolysis of Q gives R and S. Compound R reacts with Na and dissolves. Compound S reacts positively with iodoform reaction. Dehydration of S produces T. Deduce structures of Q, R, S and T. Write suitable equations for the above observations. (4 marks)

Answer 1

Acidic strength pow strength a eletton withdrawing so sen 15-4 - CH₂ CHg Colt Chez ChOH y S H-CooH > Br CH₂ Coo H3 CH₂ CoolH Acidic group Hy no effect, have no group -I group, incruise Br- ardec 8theseve Chzy to growf decrease andre stery. Q. HO-CH₂ - CH₂ CH2 - CH HO-CH₂ CH₂ CH₂ 72-4 Cm "OH Ho-che-CH-CH2-4-0-CH₂ ok LOCH3 Q> Hoa Q => 1 [ly (-0- CH₂ CH3- s pleasent smell means L H2O compound a is ephe. RS soluble in na by give positive dehy doohon Todofor CH₂CH₂-OH dery S T non H CH₂=CH2 8 +