Q13.44E Propose structures for compounds... [FREE SOLUTION]

Chapter 13: Q13.44E (page 419)

Propose structures for compounds that fit the following NMR data:
(a) C₅H₁₀O
0.95 $未$ (6H,double, J = 7Hz)
2.10 $未$ (3H,singlet)
2.43 $未$ (1H, mutiplet)
(b) C₃H₅Br
2.32 $未$ (3H,singlet)
5.35 $未$ (3H,singlet)
5.45 $未$ (1H, broad signet )

Short Answer

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Step by step solution

1H NMR spectroscopy

Different hydrogens exhibit different chemical shift values in the ¹H NMR spectroscopy.^{Aromatic protons are deshielded and comprise a chemical shift value from 6.5 to .Alkylic protons are shielded and has a chemical shift value from 0.7 to 1.8 ppm.}

Step 2: Structure of the compound that fits the hydrogen NMR data

(a) The value at 0.95鈭俰ndicated as 1 in the below figure with six hydrogens corresponds to an isopropyl group. The value at indicated as two with three hydrogens corresponds to a methylketone. The value at 2.43鈭俰ndicated as three with one hydrogen correspond to an isopropyl group. The structure of the compound can be given as:

Structure of compound (a)

(b)The value at 2.32鈭俰ndicated as 1 in the figure denote the methyl group connected to the double bond. The value of 5.35鈭俛nd 5.54鈭倃hich are the other two hydrogens are the vinylic hydrogen. The structure of the compound can be given as: