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Nomenclature of Aldehydes &
Ketones
Name Components

   Prefix                    Root                    Ending
                           Denotes longest carbon
                           chain containing double bond


Denotes number, location              -al                 -one
& identity of attached          Indicates           Indicates ketone
groups                          aldehyde            functional group
                                functional group
 The position of the C=O double bond in a ketone must be
 indicated in the prefix. The double bond is given preference
 in numbering
Example
                CH3
                CH     3 CH
                             2  H
          H3C          CH2
            5 4            2 C 1
                              O
                       The C=O is on C-1 at the end of the chain.
 Ending          -al   The carbonyl C is bonded to H  aldehyde


 Root           5 carbons → pent              pentanal
                Substituent methyl on C-4; start
 Prefix
                numbering from aldehyde C

           4-methylpentanal
Example                      O
                    5   4
          7                           1
        8 CH2     CH2        C   2 CH3
   H3C         CH2   CH          CH
                             3
                6       Cl       Cl
 Ending         -one

 Root          8 carbons → oct            octanone

 Prefix       position of C=O double bond is C-3;
              2 Chloro groups on C-2 and C-4

        2,4-dichloro-3-octanone
Example
          O      H3C              5   6
          C
                2      CH
                            4     CH2
    H          CH2          CH       CH3
          1            3
                            CH2
                H3C

 Ending          -al
 Root          6 carbons → hex            hexanal
 Prefix       Start numbering at aldehyde C.
              Ethyl group at C4; methyl group at C

        4-ethyl-2methylhexanal
Example
                           CH3
            O     H2C            6
        1                  5         7
            C    3   CH          CH2
     H3C         CH2       CH2      CCl 3
            2          4

 Ending          -one
 Root           7 carbons → hept            heptanon
            Start numbering at C closest to
 Prefix
            C=O (which is C2). Ethyl group
            at C4; 3 chloro’s at C7
7,7,7-trichloro-4-ethyl-2heptanone
Practice: Name the following
      compounds
          CH3               O
                                                              Br
                            C      CH2
                 O     H        CH    CH3        H3C    CH2      CH2
                                CH3                      CH2 C
           H3C                                                   O
             CH2
                        O                     Br   Br
               CH2
                                          CH2  C    CH2   CH2   CH3
    CH2   CH2    CH     C             H3C    C   CH2   CH2   CH2
H3C    CH2   CH2      CH2   H
                                             O
Practice: Name the following
        compounds
           CH3
                                O
                                                                 Br
                 O              C      CH2
                           H        CH    CH3        H3C   CH2       CH2

                                    CH3                      CH2 C
  2-methylcyclopentanone
              H3C              2-methylbutanal                    O
                                                       1-bromo-2-pentanone
                 CH2                               Br Br
                   CH2     O
                                               CH2   C      CH2    CH2    CH3
                CH    C                    H3C    C      CH2    CH2    CH2
    CH2   CH2
H3C    CH2   CH2   CH2  H
                                                   O
        3-propyloctanal                          4,4-dibromo-3-decanone


           Answers on next slide

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Nomenclature of aldehydes and ketones

  • 2. Name Components Prefix Root Ending Denotes longest carbon chain containing double bond Denotes number, location -al -one & identity of attached Indicates Indicates ketone groups aldehyde functional group functional group The position of the C=O double bond in a ketone must be indicated in the prefix. The double bond is given preference in numbering
  • 3. Example CH3 CH 3 CH 2 H H3C CH2 5 4 2 C 1 O The C=O is on C-1 at the end of the chain. Ending -al The carbonyl C is bonded to H  aldehyde Root 5 carbons → pent pentanal Substituent methyl on C-4; start Prefix numbering from aldehyde C 4-methylpentanal
  • 4. Example O 5 4 7 1 8 CH2 CH2 C 2 CH3 H3C CH2 CH CH 3 6 Cl Cl Ending -one Root 8 carbons → oct octanone Prefix position of C=O double bond is C-3; 2 Chloro groups on C-2 and C-4 2,4-dichloro-3-octanone
  • 5. Example O H3C 5 6 C 2 CH 4 CH2 H CH2 CH CH3 1 3 CH2 H3C Ending -al Root 6 carbons → hex hexanal Prefix Start numbering at aldehyde C. Ethyl group at C4; methyl group at C 4-ethyl-2methylhexanal
  • 6. Example CH3 O H2C 6 1 5 7 C 3 CH CH2 H3C CH2 CH2 CCl 3 2 4 Ending -one Root 7 carbons → hept heptanon Start numbering at C closest to Prefix C=O (which is C2). Ethyl group at C4; 3 chloro’s at C7 7,7,7-trichloro-4-ethyl-2heptanone
  • 7. Practice: Name the following compounds CH3 O Br C CH2 O H CH CH3 H3C CH2 CH2 CH3 CH2 C H3C O CH2 O Br Br CH2 CH2 C CH2 CH2 CH3 CH2 CH2 CH C H3C C CH2 CH2 CH2 H3C CH2 CH2 CH2 H O
  • 8. Practice: Name the following compounds CH3 O Br O C CH2 H CH CH3 H3C CH2 CH2 CH3 CH2 C 2-methylcyclopentanone H3C 2-methylbutanal O 1-bromo-2-pentanone CH2 Br Br CH2 O CH2 C CH2 CH2 CH3 CH C H3C C CH2 CH2 CH2 CH2 CH2 H3C CH2 CH2 CH2 H O 3-propyloctanal 4,4-dibromo-3-decanone Answers on next slide