IR:
They have already clearly mentioned there is no actual OH & C=O groups.
2850-3000 cm-1, strong peaks, sp3 C-H stretch
1350-1480 cm-1, medium, sp3 C-H bending
1150 cm-1, strong, C-O stretch in ether
1HNMR:
4.75 ppm, 4H, triplet - indicates two symmetrical -CH2- groups are interconnected by one -CH2- group
2.7 ppm, 2H, doublet of triplet - indicates above group (one -CH2- group is in between two -CH2- groups)
13CNMR:
72.6 ppm, double intensity than other peak means strong electron
withdrawing atom is present and connected to two
-CH2-
22.5 ppm, is actually one carbon atom that is -CH2-
Mass:
Molecular ion at m/z 58 ==> molar mass of compound is 58 g/mol
base peak is at m/z 28 ==> H2C=CH2
we already found there are 6 "H" atoms present in unknown from 1HNMR, 3 "C" atoms from 13CNMR
6 + (3 x 12) = 42
molar mass = 58, so 58 - 42 = 16 ==> "O" atom present
Molecular formula is: C3H6O
IHD = [ 2C + 2 + N - H - X] / 2 = [(2 x 3) + 2 - 6] / 2 = 1
IHD = 1, ==> one ring or one double bond
Conclusion: The unknown compound is oxetane ( 1,3-EPOXYPROPANE )
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