Given the IR and H-NMR of an unknown compound W, determine the structure of comp

Question

Given the IR and H-NMR of an unknown compound W, determine the structure of compound W. Molecular weight is 108 with a formula of C, H, N, O. It may not contain all four elements. Label the peaks on the graphs that led you to that decision. 10.03.09 PerkinElmer Spectrum Monday, November 28, 2016 011 PM Analyst Monday, November 28, 2016 911 PM Daniella Flores: Sample W 100 2975 50am-1.89,92%T 1338 19cm-1. Alkane r 3305.07 am-1, 82.531 1613,560m-1, 79 45 Nitrogen 2.1 Aminu 65 65.88% 1244 1462,25cm-1.70,98%T 1.63.07 60 926.72cm 1.5.05 T 1588 95cm-1, 53.69%T 1153.83 cm-1. 44.96%T 1490,28cm-1, 66.52%T 687 1.34.979 35 600 1000 1500 2000 2500 3000 3500 4000 cm-1 C-N Administrator 130 Sample 130 By Administrator Date Monday, November 28 2016 1230

Explanation / Answer

Interpretation of spectrum

IR

3305 cm-1 broad peak for O-H stretch

2850-2950 cm-1 for aliphatic C-H stretch

1500-1600 cm-1 peaks for C=C stretch of aromatic

1H NMR

2.25 ppm (singlet, 1H) for -OH proton

4.6 ppm (singlet, 2H) for CH2 between Ph and Oxygen

Possible structure

C6H5-CH2-OH

M+ 108

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