A compound with molecular formula C4H6O4 produces a broad signal between 2500 and 3600 cm-1 in its IR spectrum and produces two
signals in its 1H NMR spectrum (a singlet at 12.1 ppm with a relative integration of 1 and a singlet at 2.4 ppm with a relative integration of 2). Draw the structure of the compound.
We have to start using the info given by the IR spectrum. In this case, we have a <u>broad signal in 3600</u>. This indicates the presence of OH in the structure. Therefore we can have an <u>alcohol or an acid</u> in the structure.
Now, the NMR info tells us that we only have 2 signals, this indicates that we have a <u>very symmetric structure</u>. Also, we have a signal in 12 ppm therefore we can affirm that we have an O-H bond with <u>high polarity</u> (a downfield signal) this behavior is given in the <u>acid groups</u>.
The structure that fulfill these requirements it the succinic acid. In which we only have 2 signals in the 1H- NMR. We have an acid group and we have a formula of .
<u>For further explanations see the attached images.</u>