Question

Please list position (cm-1) and functional groups present in this spectrum. It is an unknown alcohol

FTIR Common Name: IUPAC Name: BP: MP: 22 23 24 25 26 27 28 2.93 100 3.5 4 4,5 5 5.5 MICRONS 6 8 9 10 11 12 13 14 15 16 17 18 19 21 23 25 +0.0 90 1.05 V % 80 -0.1 1 70 -0.28 N BO M 50 FO.BR 40 -0.49 N 30 -0.5 E 20 10 +0.6 to.7 0.8 F1.0 2.0 400 4500 4400 4200 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1200 1000 800 600 1800 1600 1400 WAVENUMBERS OK SAVE

In this H NMR Spectra of an unknown alcohol please list the integration values. Also draw the structure of the unknown compound and label the H atoms corresponding with the peaks.

Answer 1

FTIR:

3400 cm^-1 , alcoholic -OH group

2800-3000 cm^-1, sp³ C-H stretch

1350-1450 cm^-1, sp³ C-H bend

1050 cm^-1, acyl C-O

1H NMR:

4 peaks are found from 1H NMR spectra which indicates there are 4 different types of proton present. The proton showing chemical shift at 4.1 ppm (1H) indicates alcoholic proton. Its multiplicity is singlet. The peak at 3.6 ppm (2H) indicates the CH₂ protons adjucent to alcoholic OH group i.e. its multiplicity is triplet. Peak at 0.9 ppm (3H) indicates a CH₃ group and peak at 1.3 ppm (2H) indicates a CH₂ group. Peak at 0.9 ppm should have a triplet multiplicity and peak at 1.3 ppm should have a sextet multiplicity. The predicted structure is:

1.3 4.1 ОН 3.6 0.9 propan-1-ol