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bined Spectra Problems All Together: within mbined Spectra Problems friends, the moment has come... pre puring the past two
combined Spectra Problems opther the combined s. Operation 44 mpound displays both an OH and a C-O peak in the IR, both are a
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Answer #1

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 )

Assign. ppm 72.6 22.5 Assign. Shift (ppm) 4.752 2.704 Ι Ι Ι Ι Ι Ι Ι Ι Ι Ι Ι 180 Ι 160 Ι 140 Ι 120 Ι 80 Ι 60 Ι 40 Ι 20 Ι Ι Ο Ι

Hope this helped you!

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