Question

A compound A gives the IR spectrum shown below. Upon reaction with sodium borohydride followed by acidification, the product B with the ¹H NMR spectrum shown below is formed. Identify compound B.

Wavelength (Lum) 4.5 2.5 2.6 2.7 2.8 2.9 3 3.5 5.5 11 10 14 15 16 llllllllllllllllllllllllllllllllllllllllllllllllllWIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIII III llllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllllIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIILI IL II IIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIIVIIIIIIIIIIIIIIIIIIIIIIIIIIIIIII 800 600 1800 1400 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1600 1200 1000 Wave number (cm