The compound shown will give clues to its structure by which of the following sp

Question

The compound shown will give clues to its structure by which of the following spectral features ? (Assume there is no magnetic coupling with the aldehyde proton.)

True or False: An important pair of moderately strong absorptions at about 800 and 900 wavenumbers (IR)
True or False: A strong , sharp absorption at about 1730 wavenumbers (IR) (True)
True or False: A sharp singlet in the region of delta = 9.8 ppm (NMR)
True or False: A triplet at about delta = 6.8 ppm , integrating for 2 protons (NMR)
True or False: A strong , broad absorption at about 3300 wavenumbers (IR)

Explanation / Answer

For the given structure

1) True : A sharp singlet in the region of delta = 9.8 ppm (NMR)

Due to aldehydic proton, which usually do not couple with the neighbouring protons

2) True: A strong , sharp absorption at about 1730 wavenumbers (IR) : Due to C=O group of aldehyde (aliphatic)

3) False: A triplet at about delta = 6.8 ppm , integrating for 2 protons (NMR)

4) False: A strong , broad absorption at about 3300 wavenumbers (IR) : that is due to alkynes however here we will observe near 3100-3200 due to alkenic C= C-H streching

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