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For each spectrum shown below for mass spec, ir, and nmr identify important peak

ID: 994804 • Letter: F

Question

For each spectrum shown below for mass spec, ir, and nmr identify important peaks and give your interpretation then determine the structure of the unknown compound
Note pencil is my writing and red ink is professors I got 4/25 on this problem so don't go off what I did
QUESTION 5 (25 pts) For each spectrum shown below for mass spec, IR, and 'H NMR, identify important peak(s) and give your interpretation. You can write/draw on the spectra. Then determine the structure of an unknown compound. DO NOT WRITE AN ESSAY 2 7 c-H 10 2150-16o C"H Integration ( 3 1 2 6 fiet r gilh On On 5n 3n In

Explanation / Answer

Interpretation of spectrum

IR

2850-3000 cm-1 peaks for aliphatic C-H stretch

1720 cm-1 for C=O stretch

1H NMR

0.9 ppm (d, 6H) for 2CH3's next to CH

2.0 ppm (s, 3H) for CH3 next to C=O

a downfield triplet for 2H is for CH2 next to CH2 and oxygen

Mass spectrum gave M+ 130

A possible structure would be thus,

(CH3)2CHCH2CH2OCOCH3