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Spectroscopy and Aromaticity

The document discusses spectroscopy techniques including infrared spectroscopy (IR) and nuclear magnetic resonance spectroscopy (NMR) to analyze different molecules. It provides IR and NMR data from unknown compounds and asks the reader to identify structures that are consistent with the spectral data. Aromaticity is also discussed, with examples of aromatic and non-aromatic molecules.

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69 views

Spectroscopy and Aromaticity

The document discusses spectroscopy techniques including infrared spectroscopy (IR) and nuclear magnetic resonance spectroscopy (NMR) to analyze different molecules. It provides IR and NMR data from unknown compounds and asks the reader to identify structures that are consistent with the spectral data. Aromaticity is also discussed, with examples of aromatic and non-aromatic molecules.

Uploaded by

nima00
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
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CHEM204

 Tutorial  1  

Spectroscopy  and  aroma;city  


InfraRed  Spectroscopy  
•  The  IR  spectrum  below  corresponds  to  which  of  
the  following  molecules?  Explain  your  answer.  

OH

OH O
InfraRed  Spectroscopy  
•  The  IR  spectrum  below  corresponds  to  which  of  
the  following  molecules?  Explain  your  answer.  

O
O
NMR  Spectroscopy  
•  How  many  signals  in  the  1H  nmr  of  each  of  these  
molecules  
N

OH

OH O

OH

OH O
NMR  Spectroscopy  
•  What  are  the  integrals  for  each  of  the  signals  in  
the  nmr  of  each  compound  
N

OH

OH O

OH

OH O
NMR  Spectroscopy  
•  What  is  the  spliHng  for  each  of  the  signals  in  the  
nmr  of  each  compound  
N

OH

OH O

OH

OH O
NMR  Spectroscopy  
•  Propose  a  structure  for  the  compound  with  Molecular  
formula  C8H10O  that  has  the  following  IR  and  1H  NMR  data    
3H triplet

1H singlet

6.5 – 7.5 ppm region

left to right:

1H triplet, 1H doublet, 1H 2H quartet

singlet, 1H doublet

 

NMR  Spectroscopy  
•  Given  the  NMR  below  what  is  the  structure  of  the  molecule  
with  molecular  formula  C7H8O.  There  is  a  broad  strong  
absorp;on  in  the  IR  of  this  compound  at  3400  cm-­‐1.  

6.5 – 7.5 ppm region



Overlapping signals

1H triplet, 1H doublet, 1H
triplet, 1H doublet

 

Aroma;city  
•  Which  of  the  following  molecules  are  aroma;c?    

N
Aroma;city  

•  Which  is  the  stronger  acid?    

H H
H H

H
H

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