Give one fragment in the mass spectrum and one peak in the IR spectrum that coul

Question

Give one fragment in the mass spectrum and one peak in the IR spectrum that could be used to distinguish between these two isomers:

(Designate which compound will show that diagnostic fragment or peak by preceding the value with the letter of the compound, i.e. "a47" or "b1730". Do not include any units.)

Mass spectrum: ?

IR spectrum: ?

Characteristic IR Absorptions of Some Functional Groups Functional Group Absorption (cm-1) Functional Group Absorption (cm-1) Aldehyde Ketone Non-conjugated C=O 1730 Non-conjugated C=O 1715 Conjugated C=O 1705 Conjugated C=O 1690 C-H 2750 Amide Carboxylic acid C=O 1690 C=O 1710 Ester O-H 2500-3100 C=O 1735

Explanation / Answer

a. would show in mass spectrum a peak at a45 for t-bu fragment

In IR it would show aldehydic peaks at a2750

b. would show in mass spectrum a peak at b100 for M+.

In IR it would show a peak for C=O at b1720.

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