If anyone could please help me with these and explain them that\'d be great! 1.

Question

If anyone could please help me with these and explain them that'd be great!

1. Characterization and Synthesis Use the information provided below and the IR and NMR spectra on the next page to answer the following questions. a) An MS was taken of molecule A and the table is given below. Determine the molecular formula of A from the MS given below. m/z 75 74 73 Relative abundance (Intensity) 0.66 15 b) Calculate the Index of Hydrogen Deficiency (IHD) for the molecule in a, above. c) Using the information in a and b, above, and the IR, 1H NMR, 13C NMR spectra given below. determine a structure of this unknown molecule that is consistent with all data. structure of molecule A in the box below. HINT: no IR peaks are observed in the -1600 region Draw the 3H 2H. 200 180 180 iao 120 100 0040

Explanation / Answer

1. characterization and synthesis

a) MS spectrum

M+ at m/z 74

O = 74

CH2 = 14

divide = (74-16)/14 = 4

molecular formula = C4H10O

b) IHD = 0

c) IR shows,

2800-3000 cm-1 peaks for sp3 -C-H stretch

1400-1500 cm-1 pesks for C-O stretch

1H NMR shows,

0.9 ppm (t, 3H) for CH3 next to CH2

1.6 ppm (m, 2H) for CH2 next to CHOH

3.4 ppm (m, 5H) for CH3, CH attached to OH and OH proton

13C NMR

1 : CH carbon attached to oxygen

2 : CH3 next to CHOH

3 : CH2 carbon

4 : CH3 next to CH2

Possible structure,

CH3-CH2-CH(OH)-CH3

2-butanol

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