Propose a Structure for a Compound with the Molecular Formula

Question

Examlex · Accepted Answer

The Answer is First, calculate the degree of unsaturation from the molecular formula. Recall the formula:

U = \frac { 2 C + 2 + N - H } { 2 }

Thus, the unsaturation number is equal to (2 × 5 + 2 + 1 - 11)/2 = 1, so there is one degree of unsaturation in the unknown compound. The ¹³C NMR data have peaks in the alkene region, so we can conclude the one degree is an alkene. The ¹H NMR data show three protons in the alkene region, so the compound is likely a monosubstituted alkene. The other major proton NMR peak is the singlet at 1.28 ppm integrating to six protons, indicating two identical methyl groups. The carbon bonded to the two methyl groups must also be bonded to the alkene, since this considers all five carbons from the molecular formula. This leaves us with NH₂ unaccounted for, so the structure must be:
$First, calculate the degree of unsaturation from the molecular formula. Recall the formula: U = \frac { 2 C + 2 + N - H } { 2 } Thus, the unsaturation number is equal to (2 × 5 + 2 + 1 - 11)/2 = 1, so there is one degree of unsaturation in the unknown compound. The 13C NMR data have peaks in the alkene region, so we can conclude the one degree is an alkene. The 1H NMR data show three protons in the alkene region, so the compound is likely a monosubstituted alkene. The other major proton NMR peak is the singlet at 1.28 ppm integrating to six protons, indicating two identical methyl groups. The carbon bonded to the two methyl groups must also be bonded to the alkene, since this considers all five carbons from the molecular formula. This leaves us with NH2 unaccounted for, so the structure must be:$

Propose a Structure for a Compound with the Molecular Formula

Essay

Correct Answer:
Verified

Propose a Structure for a Compound with the Molecular Formula

Essay

Correct Answer:VerifiedShow Answer

Correct Answer:
Verified