Lidocaine contains -N(CH2CH3)2 group compared to -Cl group in product obtained in part "A" This structural difference brings two additional signals in its (Lidocaine) both 1HNMR (triplet for 6H's and a quartet for 4H's) and 13CNMR.
Amide group in lidocaine is a good candidate for hydrogen bonding interactions. The >N-H----O=C< type intermolecular H-bonding can be shown as
3. Describe how the 'H NMR of the product from Part A would be different from...
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...