Isomers
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You would already be familiar with the prefix iso- from the isotopes you studied in the unit on atomic structure. Isotopes have the same number of protons but different numbers of neutrons. (Remember?) Iso- means same.

In this vein, what might be ‘the same’ for isomers? Isomers have the same molecular formula, but different structural formula. Pentane, methylbutane and dimethylpropane all have the molecular formula C5H12.

Problem 7. Draw structural formulae for pentane, methylbutane and dimethyl-propane.  (Recall Rule 6 on redundancy.  None of these molecules require numbering, eg 2-methylbutane.  Can you explain why?)

 

Problem 8. Draw the structural formulae for the four compounds listed in Table 3. Can you find one more isomer to complete the set?

If you have trouble telling whether two structures are equivalent or not, work out their names. If they have the same name, they are the same compound, no matter how twisted they may be.

   
C
 
   
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C
 
   
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C-C-C-C-C=C
 
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C
   
C
C
   
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||
   
C-C-C-C
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C
     
|
     
C
     
|
     
C
     

Problem 9. Are these two structures the same or isomers? The hydrogens have been left out for clarity. You may assume that every carbon makes four bonds and all bonds not shown are to hydrogen atoms.

 

Problem 10. How many isomers can you find for C3H8 ? C4H10 ? C7H16 ? C4H8 ?    There are 75 isomers for C10H22, including 2,3,3,5-tetramethyl-hexane and 3,3-diethyl-2-methyl-pentane!

 

(e)
CH3
 
 
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CH3-C----CH2
 
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CH3
CH2
   
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CH3
(f)
 
CH3
   
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CH2-CH
 
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CH3-CH
CH3
 
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..CH3
   

 

Problem 11. Structures (e) and (f) above are isomers of two of structures (a) through (d) on the Naming page.  Which of those structures (a-d) is the same as (not "is an isomer of") (e)?  Which is the same as (f)?  Naming them systematically should help.

 

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