Question

(15 points) Assign the resonances in the spectrum shown. The resonances on the spectrum are labelled A D. On the lines provided, write the label that corresponds to each of the groups. The multiplicity (s= singlet, d = doublet, etc) and the integrals are given for each resonance. 1. В осH;- s, 6H Нас CH н ОСнз D S, ЗH C A d, 2H t, 1H T O 11 10 7 5 4 1 ppm (5 points) Below is the 'H NMR spectrum of a compound with molecular formula of CoH12O2. The IR spectrum has a strong band at 1730 cm and no significant absorptions above 2929 cm1. Deduce the structure of this compound. 2. d, 6H m, 2H s, 1H t, 2H m, 1H ppm

Answer 1

1)

It is very easy to assign protons based on splitting.

triplet, 1H means CH-CH₂- fragment

singlet, 6H means two methyl groups are isolated

doublet, 2H means -CH₂-CH- group

singlet, 3H means a methyl group -CH₃ is isolated.

2)

The given spectrum belongs to 3-Methylbutyl formate (also called as Isopentyl formate)

the correct assignments are also shown.

1. (15 points) Assign the resonances in the spectrum shown. The resonances on the spectrum are labelled A-D. On the lines provided, write the label that corresponds to each of the groups. The multiplicity (s = singlet, d = doublet, etc) and the integrals are given for each resonance. B S, 6H OCH3 + 5,8 CH2 H OCH; ~ bert HC S, 6H S, 3H d, 2H t, 1H T'10'ósósa Ppm 2. (5 points) Below is the 'H NMR spectrum of a compound with molecular formula of C6H12O2. The IR spectrum has a strong band at 1730 cm and no significant absorptions above 2929 cm!. Deduce the structure of this compound. (d, 6H HC (s, 1H (m, 2H t, 2H (m, 1H ए ' 4 ' ' CD E है ' ' । ppm

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