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Problem 15

Formula: C4H9Br

Spectroscopy Reference

IR spectrum NMR spectrum

Rule 1, replace halogens with hydrogens, gives C4H10
4 - 10/2 + 1 = 0 degrees of unsaturation.
No pi bonds and no rings.

The bands at 3000-2850 indicate C-H alkane stretches. The bands in the region 1300-1150 could indicate C-H wag (-CH2Br) of an alkyl halide.

Structure answer

This is the structure. See if you can assign the peaks on your own.

NMR answer

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