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ALKYNES
ALKYNES
-Characterized by C         C triple bond(s)

-Classified as unsaturated hydrocarbons

-empirical formula = CnH2n-2
            (applies when the molecule only has one triple bond)




                      CnH2n-2, n=5
                     = C5H8
ALKYNES
Properties:
-Are hydrophobic like all hydrocarbons

-Have higher boiling points than alkanes and alkenes due to
their ability to stack
ALKYNES
Some IUPAC names of alkynes:




 ethyne              propyne              but-1-yne




          All alkynes have the suffix “yne”
ALKyNES
IUPAC naming system:


                   prefix    -#-   suffix


                                            family
  Number of
  carbons in the            Location
  longest chain             number




                   Ex: but -1-yne
ALKYNES
IUPAC naming system:

Name the following alkynes:




       hex-1-yne              hex-3-ene
ALKYNES
  IUPAC naming system:

      Name the following alkynes:
                                               H3C
                             CH3              CH3                         CH3
                       5     6
                                                                          1
                                                                      2
H3C                                 H3C
  1      2    3    4                  9       7         5         3
                                          8       6         4
                       CH3
                                                  CH3       CH3
        4-methylhex-2-yne          5-ethyl-4,6,7-trimethylnon-2-yne




         The triple bond has a higher numbering priority
         than the alkyl and halide substituents
ALKYNES
   IUPAC naming system:

   Name the following alkynes: H C
                                       2
                                           1   2

          5         3
                                                   3     4   5   6
H3C 6          4        2

                            CH
                            1                                        7CH3



                                                   CH3

         hex-4-en-1-yne                        3-ethylhept-1-en-4-yne


        Alkenes are ordered first in the name, and the “e” ending is
        dropped.

        Generally, double bonds and triple bonds have equal
        numbering priority* (aim to get the lowest numbers).
ALKYNES
IUPAC naming system:

Name the following alkynes:
                     5        3

                 6       4    4   2
                     2
              H2C1       3        5
                                      1
                                       CH
                                       6


    hex-1-en-5-yne       or           hex-5-en-1-yne




 *Double bonds have higher priority than triple bonds
 whenever there is ambiguity in their numbers.
ALKYNES
IUPAC naming system:

Name the following alkynes:
                                    4    5



                                3            6




                                2            7



                                    1   8


    cyclononyne               cyclooct-1-en-4-yne
ALKYNES
IUPAC naming system:

Name the following alkyne:
                                                      Cl
             H3C                  2
                          1               3

                     9
                                                            Cl
                                                  4


            H3C       8                       5             F
                              7       6
                                                       Cl
                     F
                              F


3,4,5-trichloro-8,9-diethyl-5,7,7-trifluorocyclononyne
ALKYNES
 Drawing alkynes:

 Draw the following alkynes using structural diagrams

4,5-dibromohex-2-yne      1,2-dimethylcyclooct-1-en-4-yne
                                         H
                                        H C H H
  H         H H     H          H                  H
H C   C C                    H C         C   C        H
            C C     C H
  H         Br Br H             H C               C   H
                                    C             C   H
                                H
                                    H    C   C        H
ALKYNES
Drawing alkynes:

Draw the following alkynes using line diagrams

         non-2-yne                               non-1-yne
                                                                      1

     8       6       4
                                         8        6       4       2
                         3
 9       7       5
                                     9       7                3
                                                      5

                             2
                                 1




     The triple bond cannot bend, so the bonds
     adjacent to a triple bond must be straight.

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Tang 03 alkynes

  • 2. ALKYNES -Characterized by C C triple bond(s) -Classified as unsaturated hydrocarbons -empirical formula = CnH2n-2 (applies when the molecule only has one triple bond)  CnH2n-2, n=5 = C5H8
  • 3. ALKYNES Properties: -Are hydrophobic like all hydrocarbons -Have higher boiling points than alkanes and alkenes due to their ability to stack
  • 4. ALKYNES Some IUPAC names of alkynes: ethyne propyne but-1-yne All alkynes have the suffix “yne”
  • 5. ALKyNES IUPAC naming system: prefix -#- suffix family Number of carbons in the Location longest chain number Ex: but -1-yne
  • 6. ALKYNES IUPAC naming system: Name the following alkynes: hex-1-yne hex-3-ene
  • 7. ALKYNES IUPAC naming system: Name the following alkynes: H3C CH3 CH3 CH3 5 6 1 2 H3C H3C 1 2 3 4 9 7 5 3 8 6 4 CH3 CH3 CH3 4-methylhex-2-yne 5-ethyl-4,6,7-trimethylnon-2-yne The triple bond has a higher numbering priority than the alkyl and halide substituents
  • 8. ALKYNES IUPAC naming system: Name the following alkynes: H C 2 1 2 5 3 3 4 5 6 H3C 6 4 2 CH 1 7CH3 CH3 hex-4-en-1-yne 3-ethylhept-1-en-4-yne Alkenes are ordered first in the name, and the “e” ending is dropped. Generally, double bonds and triple bonds have equal numbering priority* (aim to get the lowest numbers).
  • 9. ALKYNES IUPAC naming system: Name the following alkynes: 5 3 6 4 4 2 2 H2C1 3 5 1 CH 6 hex-1-en-5-yne or hex-5-en-1-yne *Double bonds have higher priority than triple bonds whenever there is ambiguity in their numbers.
  • 10. ALKYNES IUPAC naming system: Name the following alkynes: 4 5 3 6 2 7 1 8 cyclononyne cyclooct-1-en-4-yne
  • 11. ALKYNES IUPAC naming system: Name the following alkyne: Cl H3C 2 1 3 9 Cl 4 H3C 8 5 F 7 6 Cl F F 3,4,5-trichloro-8,9-diethyl-5,7,7-trifluorocyclononyne
  • 12. ALKYNES Drawing alkynes: Draw the following alkynes using structural diagrams 4,5-dibromohex-2-yne 1,2-dimethylcyclooct-1-en-4-yne H H C H H H H H H H H H C C C H C C C H C C C H H Br Br H H C C H C C H H H C C H
  • 13. ALKYNES Drawing alkynes: Draw the following alkynes using line diagrams non-2-yne non-1-yne 1 8 6 4 8 6 4 2 3 9 7 5 9 7 3 5 2 1 The triple bond cannot bend, so the bonds adjacent to a triple bond must be straight.