## Question

###### Please help!! 11. (9) Compound X (C H14O) is a chiral molecule. When treated with HBr...

Please help!!

11. (9) Compound X (C H14O) is a chiral molecule. When treated with HBr and heat, Compound X reacts to form 2 new products, Compound Y (CH12) and Compound Z (CHBr). Both Compound Y and Compound Z are achiral. The NMR spectra of Compound X and Compound Z are given below. Using this information, draw the structures of X, Y, and Z. If you get stuck, you can "buy" Compounds X/YIZ for 3 points each. Compound X 3 PPM Compound Z PPM

## Answers

X: Y: 2: 6 My o GHz - G H 3 BR Unsaturation index 6+1-14 12 = 0 6tr- 12 = 1 6+1-14 0 2 - CM3 b ИВА - CH=CH2 CM3 CH₂ - C- chci / C OME HBr Eng ♡ &-&- cn cn3 S 2 x has 4 types of Protons: abc shows peak atro. g singlet f shows at ~3.6 Singlet e shows at a 112 doublet a shows at ~3i4 quartet z has three type of proton gh shows peak ~1.8 singlet J, K Shows at No. a doublet I shows at 2.3 multiplet

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