JEE Advanced levelSingle correct optionDifficulty 3 of 3si147
Ethyl ethanoate is treated with excess CHX3MgBr in dry ether and then HX3OX+ to give A (along with ethanol). A is heated with concentrated HX2SOX4 to give B, and B is subjected to ozonolysis followed by Zn/HX2O. The products of ozonolysis are
Apropanone only
Bethanal and ethanal
Cpropanone and methanal
Dpropanal and methanal
Answer: C
An ester reacts with two moles of the Grignard reagent: CHX3COOCX2HX5 gives (CHX3)X3COH (A, 2-methylpropan-2-ol). Dehydration gives 2-methylpropene (B). Ozonolysis of (CHX3)X2C=CHX2 gives CHX3COCHX3 and HCHO.