Question

Determine structure of molecule based off hnmr data.
0.86(d, 6h, j=7 hz)
1.79(s,3h)
2.38(Heptet, 1h, j=7 hz)
3.80(s, 3h)
5.97(s, 1h)

Answer 1

Answer on Question #85708 – Chemistry – Organic Chemistry

Task:

Determine structure of molecule based off ${}^{1}\mathrm{H}$ NMR data.

0.86 (d, 6H, J = 7 Hz); 1.79(s, 3H), 2.38 (heptet, 1H, J = 7 Hz). 3.80 (s, 3H), 5.97(s, 1H).

Solution:

It is difficult to answer this question without having the empirical formula of a chemical compound.

But:

It can be assumed that the protons, which correspond to the signals of 0.86 (d, 6H, J = 7 Hz) and 2.38 (heptet, 1H, J = 7 Hz), are adjacent. A heptet means that these hydrogens have six neighbouring hydrogens on adjacent carbons. A doublet means that these hydrogens have one neighbouring hydrogens on adjacent carbons. This group of signals can correspond to the isopropyl fragment $(- \mathrm{CH}(\mathrm{CH}_3)_2)$ . Two methyl groups are chemically equivalent and give one common signal on the $^1\mathrm{H}$ NMR spectrum.

Given the values of chemical shifts of other signals, we can offer a structure of molecule:

1-methoxy-2,3-dimethylbut-1-ene

1-methoxy-2,3-dimethylbut-1-ene

Protocol of the H-1 NMR Prediction:

Answer provided by www.AssignmentExpert.com