Question

Identify the following compound
C10H10O2
NMR: S 2.82 (6H,singlet); S 8.13 (4H, singlet)
IR: 1681 cm^-1; no O-H stretch

Answer 1

First we need to indentify number of unsaturation, formulat for degree of unsaturation

Here C = Number of carbon atoms

= 10

H = Number of hydrogen atoms

= 10

N = Number of nitrogen atoms

= 0

X = Number of halogen atoms

= 0

Substitute values in the above equation than we get,

From the S 8.13 (4H, singlet) unknown compound must be an 1,4-disubstituted benzene ( Degree of unsaturation (6-4= 2 ( two carbonyl groups)) S 2.82 (6H,singlet) this value indicates alkane hydrogen

IR: 1681 cm^-1; no O-H stretch indicates carbonyl compound

From the all the data unknown compound may be