Question

DIRECTIONS: You must complete the entire assignment. 1. Given the 'H NMR spectrum below and a molecular formula of CH, 0, provide a structure. Note you must assign all of the signals in the spectrum below to receive full credit. IR: 1600-1650 cm (multiple peaks) (5 pts.) 3H, 3H,t 2H, d 2H, d 2H,9 PPM 2. Given the 'H NMR spectrum below and a molecular formula of C.H.O. provide a structure. Note you must assign all of the signals in the spectrum below to receive full credit. IR: 1710 cm (5 pts.) 6H, d 1HS 2H, d 1H, m PPM

Answer 1

SOL3

IR peak at 1600-1650 confirms the aromatic region. also it is further ascertained by 1H NMR signal at 7-8 ppm which is of aromatic protons

further we have 2H quartet and 3H triplet which is an indicative of CH2-CH3 group present in the molecule

also 3H singlet indicates the presence of OCH3 (since there is no broad peak or exchangable protons. OH possibility is ruled out)

Now in the aromatic region we have only two signal , each 2H doublet it means this is para disubstituted benzene hence

structure is 4-Ethylanisole

2.72 7.13 6.86 3.81 o 6.86 . 4-Ethylanisole

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