15. Analytical Techniques:IR, NMR, Mass Spect

How can ¹H NMR distinguish between the compounds in each of the following pairs?

g.

How many signals are produced by each of the following compounds in its

a. ¹H NMR spectrum?

4.

5.

6.

How can ¹H NMR be used to prove that the addition of HBr to propene follows the rule that says that the electrophile adds to the sp² carbon bonded to the most hydrogens?

How many signals are produced by each of the following compounds in its

a. ¹H NMR spectrum?

4.

5.

6.

Draw an isomer of dichlorocyclopropane that gives an ¹H NMR spectrum

c. with three signals

How many signals would you expect to see in the 1H NMR spectrum of each of the following compounds?

e.

f.

How many signals would you expect to see in the ¹H NMR spectrum of each of the five compounds with molecular formula C₆H₁₄?

How many sets of equivalent hydrogens are in each molecule shown?

(a)

How many sets of equivalent hydrogens are in each molecule shown?

(b)

How many sets of equivalent hydrogens are in each molecule shown?

(c)

How many unique ¹H NMR signals would you expect in an NMR spectrum for the following molecules?

(a)

How many unique ¹H NMR signals would you expect in an NMR spectrum for the following molecules?

(b)

How many unique ¹H NMR signals would you expect in an NMR spectrum for the following molecules?

(c)

How many sets of equivalent hydrogens are present in the molecule that resulted in this NMR spectrum? [Recall that some signals can be split into multiple peaks—they are still just one signal.]

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Without worrying about the relative location of the signals (i.e., the chemical shift) or the splitting patterns, draw a spectrum of the following molecule. Be sure to label each signal based on the set of equivalent hydrogens to which it corresponds.