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.)

A strong , broad absorption at about 1800 wavenumbers (IR)
True False  A sharp singlet in the region of delta = 9.8 ppm (NMR)
True False  A strong , sharp absorption at about 1730 wavenumbers (IR) (True)
True False  A triplet at about delta = 2.2 ppm , integrating for 2 protons (NMR)
True False  An important pair of moderately strong absorptions at about 800 and 900 wavenumbers (IR)

Explanation / Answer

Aldehyde shows sharp absorption at around 1700 cm-1 due to C-O stretch.Also moderately strong fermi doublet absorption peaks are seen at 2820 and 2720cm-1 due to C-H stretch of carbonyl carbon and aldehydic hydrogen.

In 1H NMR ,chemical shift is observed at around 9.5-10.5 ppm. (sharp singlet) ,low coupling with adjacent protons due to the presence of C=O electron withdrawing group

A strong , broad absorption at about 1800 wavenumbers (IR) (false)
( True ) A sharp singlet in the region of delta = 9.8 ppm (NMR)
(True) A strong , sharp absorption at about 1730 wavenumbers (IR) (True)
( False) A triplet at about delta = 2.2 ppm , integrating for 2 protons (NMR)
( False) An important pair of moderately strong absorptions at about 800 and 900 wavenumbers (IR

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