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Boiling point of ethers and alkanes

  1. May 19, 2014 #1
    My organic chemistry textbook says that ethers generally have higher boiling points than alkanes because of dipole-diole interactions, but why then does hexane have a higher boiling point than ethyl-propyl-ether? Is this principle then not true for larger alkanes with 5 or more carbons? Diethyl ether also has a higher boiling point than pentane, but then butane has a higher B.P than ethyl methyl ether.
     
  2. jcsd
  3. May 20, 2014 #2
    2 reasons:

    1) As an alkane or alkyl gets longer but does not branch, its BP increases b/c it can have more Van der Waals interactions; thus, ethyl-propyl-ether has a higher bp than ethyl methyl ether;;; hexane has a higher BP than pentance, etc.


    hope this helps.
     
  4. May 21, 2014 #3

    Borek

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    Staff: Mentor

    IMHO "generally" suggests it is just a rule of thumb, and as such can often fail.
     
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