D. A compound was isolated from an addition reaction performed in ether contaminated with peroxides and its spectral data (MS, IR, 'H NMR, 3C NMR) are presented. Suggest a structure consistent wi...
(a) From the spectral data ( H, C NMR, IR, MS) you were given, identify the structure of your product. Explain why you chose your particular product based on the spectroscopic data. (b) Fully assign the 1H NMR spectrum of your product (i.e. determine which peaks in the 1H NMR correspond to which hydrogens in the product). You will not receive full marks for determination of the unknown unless you assign the 1H NMR spectrum completely. (c) Now work backwards...
2. List the expected spectral data of 2-ethyl-3-hydroxy-hexanal observed from an IR, a 'H-NMR and mass spectrum. CH3 -CH2 CH C-Hal C-N C-o CEC Intensity CEN Aromatic C=C C=0 220 200 180 160 140 120 60 40 20 0 ppm 100 80 Chemical shift (8) Intensity Bonding C-H Type of Vibration (Stretching unless noted) alkane CH -CH, alkene w-m m w-m bending bending out-of-plane bending alkyne arene Frequency (cm) 2850-3000 1375 and 1450 1450-1475 3000-3100 650-1000 3300 3030 690-900 2720...