Question

2) Compound X, CsH.Br. does not react with Br2 or under ozonolysis conditions. Upon treatment with potassium hydroxide, X gives only one product, Y. CsHs. Unlike X, Y reacts with Bry and reacts with KMnO.. Ozonolysis followed by reduction with Zn/H* of Y gives Z, CHO. Compound X is an achiral molecule, while Y and Z are chiral molecules. a) How many degrees of unsaturation are there in compound X? b) Propose structures for X, Y, and Z that are consistent with the information above. Plac your final answers in the boxes provided below.

Answer 1

solution: x = ls Hg Br Br Bra No reaction. Ozonolysis → No reaction koll (cs HQ) Y reacts with Bra and k now Br BY OH K mnou 011 0 03 znie Сѕ Иgo Chirah achiral achiral

C5 Hg Br 2n+2+ N-X-4 2x5+2 - 19 D-OUE n-carbon 12-10 N-nitrogen x- halogen H- hydrogen = 1 Compound X contain one degree of unsaturation structure of x,r, az