This exercise is not for grading purposes. We will discuss as a class at the end of our IR spectroscopy class.

Situation

I was working in my lab one night. I had a bottle of $C{H}_3(C{H}_2{)}_{3}C{O}_{2}H($ pentanoic acid $)$which is a colourless liquid with an unpleasant odor.

I reacted the pentanoic acid with methanol in the presence of an acid catalyst to produce an organic product. From my organic chemistry class days, I predicted that methyl pentanoate was formed and put some of the presumed methyl pentanoate in a third bottle.

Then all the labels fell off my three bottles so I labeled them $x,Y,$ and $Z.$

I had an IR in the lab so I took spectra of X$,$ Y$,$ and Z$.$

Using the attached spectra, help me put the proper labels back on X$,$ Y$,$ and Z$.$

Explain your answers with reference to relevant features of the three spectra in the region above $1500$ cm$-1$

Helpful hint for those who have not taken organic chemistry class in a while:

Methyl pentanoate is $C{H}_3(C{H}_2{)}_{3}C{O}_{2}C{H}_3$

You may want to print the $3$ spectra if you have difficulty visualizing the $3$ spectra together

$15$

infra$-$red sDectrum $Y$

$$