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Magazine Chapter 19: Q79E (page 648)
Compound A, M+= 86, shows an IR absorption at 1730 cm-and a very simple 1HNMR spectrum with peaks at 9.7 (1 H, singlet) and 1.2 (9 H, singlet). Propose a structure for A.
Short Answer
The structure of compound a is:
Step by step solution
Mass spectra
It is a spectrometry that is used to determine the molecular mass of the compound and the structure by plotting the ion signal as a function of mass to charge ratio.
Identify compound from mass spectra
As per the given data, the molecular ion peak is observed at 86 so we can identify the molecular formula that must be C5H10O as per the mass to charge ratio.
Identify compound from IR
As the IR peak is observed at 1730 cm- 1so the compound must be aldehyde reaction a follow:
Identify compound from NMR spectra
As per the NMR data is given it is observed that the peak at 9.7 is due to the single hydrogen of CH of the CHO aldehyde group which is present next to the carbonyl of the aldehyde and the other peak at 1.2 is due to the 9H that means three methyl group are present in tertiary form and all are identical so product 1 singlet all are equivalent hydrogen which is present on the left side of the carbonyl so the structure is 2,2 dimethyl propanal
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