Question

The simulated APT spectrum of a compound with the molecular formula C5H10 is shown below. Draw a structure that is consistent with this data. 1 150 140 130 120 140 100 90 80 70 60 50 40 30 20 10 6

Answer 1

In APT (Attached Proton Test), methyl (CH₃) and methine (CH) carbons appear as positive signals and methylene (CH₂) and quaternary carbon (C) appear as negative signals.

Molecular formula of the compound = C₅H₁₀

Degree of unsaturation = (2C + 2 - H)/2

                                      = (2 x 5 + 2 - 10)/2

                                      = 1

Degree of unsaturation value of 1 implies that the compound has a double bond. The presence of double bond is confirmed by the two peaks above 110 ppm.

Structure that is consistent with the data:

Hoca OTY

Peak assignment:

-100 130 140 130 120 119 100 90 80 9 60 30 40 30 20 -