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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:
All alkynes have the suffix “yne”
ethyne propyne but-1-yne
ALKyNES
IUPAC naming system:
prefix suffix
Number of
carbons in the
longest chain
family
but yneEx:
-#-
Location
number
-1-
ALKYNES
IUPAC naming system:
Name the following alkynes:
hex-1-yne hex-3-yne
ALKYNES
IUPAC naming system:
Name the following alkynes:
4-methylhex-2-yne 5-ethyl-4,6,7-trimethylnon-2-yne
CH3
CH3
CH3
1 2 3 4
5 6 CH3
CH3
CH3
CH3
CH3
CH3
1
2
3
4
5
6
7
8
9
The triple bond has a higher numbering priority
than the alkyl and halide substituents
CH2
CH3
CH3
ALKYNES
IUPAC naming system:
Name the following alkynes:
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).
1
2
3
4
5
6
1 2
3 4 5 6
CH3
CH 7
CH2
CH
ALKYNES
IUPAC naming system:
Name the following alkynes:
hex-1-en-5-yne
*Double bonds have higher priority than triple bonds
whenever there is ambiguity in their numbers.
1
2
3
4
5
6
hex-5-en-1-yneor
6
5
4
3
2
1
ALKYNES
IUPAC naming system:
Name the following alkynes:
cyclononyne cyclooct-1-en-4-yne
1
2
3
4 5
6
7
8
ALKYNES
IUPAC naming system:
Name the following alkyne:
3,4,5-trichloro-8,9-diethyl-5,7,7-trifluorocyclononyne
F
F
F
Cl
Cl
Cl
CH3
CH3
1
2
3
4
5
67
8
9
ALKYNES
Drawing alkynes:
Draw the following alkynes using structural diagrams
4,5-dibromohex-2-yne
C
H
Br
C
H
H
HC C
H
Br
C
H
H
CH
1,2-dimethylcyclooct-1-en-4-yne
C
C C
C C
C
C HH
H
C
H
H
H
H
H
H
HC
C
H
H
H
H
ALKYNES
Drawing alkynes:
Draw the following alkynes using line diagrams
non-2-yne
6
5
4
3
2
1
7
8
9
The triple bond cannot bend, so the bonds
adjacent to a triple bond must be straight.
non-1-yne
6
5
4
3
2
1
7
8
9

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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: All alkynes have the suffix “yne” ethyne propyne but-1-yne
  • 5. ALKyNES IUPAC naming system: prefix suffix Number of carbons in the longest chain family but yneEx: -#- Location number -1-
  • 6. ALKYNES IUPAC naming system: Name the following alkynes: hex-1-yne hex-3-yne
  • 7. ALKYNES IUPAC naming system: Name the following alkynes: 4-methylhex-2-yne 5-ethyl-4,6,7-trimethylnon-2-yne CH3 CH3 CH3 1 2 3 4 5 6 CH3 CH3 CH3 CH3 CH3 CH3 1 2 3 4 5 6 7 8 9 The triple bond has a higher numbering priority than the alkyl and halide substituents
  • 8. CH2 CH3 CH3 ALKYNES IUPAC naming system: Name the following alkynes: 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). 1 2 3 4 5 6 1 2 3 4 5 6 CH3 CH 7
  • 9. CH2 CH ALKYNES IUPAC naming system: Name the following alkynes: hex-1-en-5-yne *Double bonds have higher priority than triple bonds whenever there is ambiguity in their numbers. 1 2 3 4 5 6 hex-5-en-1-yneor 6 5 4 3 2 1
  • 10. ALKYNES IUPAC naming system: Name the following alkynes: cyclononyne cyclooct-1-en-4-yne 1 2 3 4 5 6 7 8
  • 11. ALKYNES IUPAC naming system: Name the following alkyne: 3,4,5-trichloro-8,9-diethyl-5,7,7-trifluorocyclononyne F F F Cl Cl Cl CH3 CH3 1 2 3 4 5 67 8 9
  • 12. ALKYNES Drawing alkynes: Draw the following alkynes using structural diagrams 4,5-dibromohex-2-yne C H Br C H H HC C H Br C H H CH 1,2-dimethylcyclooct-1-en-4-yne C C C C C C C HH H C H H H H H H HC C H H H H
  • 13. ALKYNES Drawing alkynes: Draw the following alkynes using line diagrams non-2-yne 6 5 4 3 2 1 7 8 9 The triple bond cannot bend, so the bonds adjacent to a triple bond must be straight. non-1-yne 6 5 4 3 2 1 7 8 9