- Alkenes / Dienes
- Alkynes
The Alkenes form another homologous hydrocarbon series
Each member contains one double covalent bond between two C atoms.
So alkenes are said to be unsaturated .
Only 3 atoms joined to each C, not 4
General formula = C n
H
2n
What was the general formula for the Alkanes?
Simply put, a saturated hydrocarbon has no double bonds between the Carbon atoms (ex. alkanes)
H
H
H
C
H
C
H
H
C
H
H
C
H
H
CH
3
CH Unsaturated has one or more double or triple bonds between carbons
(alkenes, alkynes)
H
3
C
C
C
CH
3
(CH
2
)
2
CH
3
CH
CH
3
CH
3
-Very similar to the alkanes
Insoluble in water
- very soluble in organic solvents
- Less dense than water
B.P. and M.P increase with increasing carbon
As with alkanes B.P rises about 20-30 C per carbon
- Hexane b.p. 69 C ; 1-Hexene b.p. 63.5 C
- Heptane b.p. 98 C ; 1-Heptene b.p. 93 C
Names are derived from the name of the alkane chain with the same number of C atoms.
Replace the –ane ending of the alkane name with –ene.
1 st member is C
2
H
4
, ethene.
H H
C=C
H H
Ethene
Propene
1-Butene
1-Pentene
1-Hexene
1-Heptene
1-Octene
1-Nonene
1-Decene
C=C
C-C=C
C-C-C=C
C-C-C-C=C
C-C-C-C-C=C
C-C-C-C-C-C=C
C-C-C-C-C-C-C=C
C-C-C-C-C-C-C-C=C
C-C-C-C-C-C-C-C-C=C
Location of double bond is specified by numbering C atoms in backbone. Give bond the lowest possible number.
1-butene (not 4)
H H H
C=C–C–C–H
H H H H
C
4
H
8
CH
2
CHCH
2
CH
3
2-butene
H H H H
H–C–C=C–C–H
H H
C
4
H
8
CH
3
CHCHCH
3
Structural Formula
Chemical formula
Condensed
Structural formula
Once double bond is numbered specify substituents alphabetically by number
Use di, tri and tetra for multiple substituents of the same group
2,3-dimethyl-1-butene
C=C–C–C
C C
Structural Formula
(w/o the H)
C
6
H
12
Chemical formula
CH
2
C(CH
3
)CH(CH
3
)CH
3
Condensed
Structural formula
Draw the following alkenes:
2-Butene
2 –methylpropene
4 –Methyl–2-pentene
3,3-Dimethyl-1-butene
Name this Compound:
4-ethyl-5-methyl-4-octene
Alkenes = 1 double bond
Dienes have 2 double bonds
Example: 1,3 – penta diene c=c-c=c-c
Not 2,4-pentadiene
End in -diene
Location still denoted by numbers
Substituents are named first
Determine which way to number the C backbone by assigning the lowest possible
[Numbers are separated by commas and the #’s are
Separated from the name by a dash number to one of the double bonds Double bonds must all be in the backbone.
Name this compound:
C=C-C-C-C=C-C
C
5-methyl-1,5-heptadiene
Draw 2-methyl-1,3-heptadiene:
C=C-C=C-C-C-C
C
Homologous series of unsaturated hydrocarbons that contain one triple bond.
Each member contains one triple carbon-carbon bond.
Alkynes are unsaturated.
General formula = C n
H
2n-2
Ethyne
Propyne
1-Butyne
1-Pentyne
1-Hexyne
1-Heptyne
1-Octyne
1-Nonyne
1-Decyne
C C
C-C C
C-C-C C
C-C-C-C C
C-C-C-C-C C
C-C-C-C-C-C C
C-C-C-C-C-C-C C
C-C-C-C-C-C-C-C C
C-C-C-C-C-C-C-C-C C
Ethene
(Common name)
A common use of one of the alkynes:
The Acetylene torch
Notice that each
Of the hydrocarbon
Families differs
From the next
By 2 hydrogen
Alkanes share 1pr e -
Alkenes share 2pr e -
Alkynes share 3pr e -
Can you explain how
The above comments
Are related?
Use the corresponding name from the alkane series and change the –ane to –yne.
If necessary, number the carbon atom at which the triple bond occurs with the lowest number.
Use the same naming process you used for naming Alkenes
Structural Chemical Name Condensed
Formula Formula Structural formula
H–C
C–H C
2
H
2 ethyne CHCH
H
H–C
C–C–H
H
C
3
H
4 propyne CHCCH
3
H H
H–C
C–C–C–H
H H
C
4
H
6
1-butyne CHCCH
2
CH
3
H H
H–C–C
C–C–H
H H
C
4
H
6
2-butyne CH
3
CCCH
3
Can you name this compound?
3-ethyl-1-pentyne