Spec packet 2 (1)

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The University of Oklahoma *

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3064

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Chemistry

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Feb 20, 2024

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Name:_________________________________Section:__________________TA:__________________ Spectroscopy Packet 2 (Lab 7) Q1) For the compounds below, draw in all the hydrogens, label the groups of equivalent protons, then give the splitting pattern, integration (#H), and approximate 1 H chemical shift range. Compound Peak labels Splitting patterns Integration Chemical shift range 1 2 Q2) For the following spectrum, assign all protons on the given molecule. Explain the aromatic splitting pattern. (2 points) 1 O O 6 6.9 7.0 7.1 7.2 7.3 7.4 7.5 7.6 7.7 7.8 7.9 f1 (ppm) O dd td td dd
Q3) For the following reaction, determine the structure of the product by using the 1 H NMR. (2 points) Use the coupling constants ( J ) for the alkene protons to determine the product geometry. Hints: The O=P(OCH 2 CF 3 ) 2 group is a leaving group J values (splitting constants) are calculated using the following formula: J = ( difference ppmbetween split peaks ) × ( frequency of instrument ) Forthisinstrument : J = ( difference ppm ) × ( 500 MHz ) If J <12Hz, the product has cis geometry around the double bond If J >12Hz, the product has trans geometry around the double bond Q4) Identify the unknown aromatic compound using the following spectra. Use the 1 H NMR splitting in the aromatic region to determine the substitution pattern on the aromatic ring. Label and assign all relevant peaks on the IR and 1 H NMR spectra. For the Mass Spectrum, label the molecular ion peak, base peak, and any halogen isotopes. 2 C 10 H 10 O 2
3
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Q5) Identify the unknown compound with the formula C 9 H 10 O 2 using the following 1 H NMR, 13 C NMR, and IR spectra. Label all peaks used to make your identification as appropriate. Draw the structure of the unknown compound in the box provided. 4
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Answer: (Final Structure) 6
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