Al Kynes

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H.

Cycloalkenes
Cycloalkenes
 are unsaturated cyclic hydrocarbons.
 the carbon atoms are linked in such a manner as to form a
closed chain or a ring structure.
 They contain a double bond between carbon atoms.
Its general formula is represented by CnH2n–2 , where n > 3.
Unsubstituted cycloalkenes are named by adding the prefix
“cyclo” to the name of the parent alkene.
The simplest cycloalkene is cyclopropene. b/c its n=3.
ALKYNES
At the end of this section, students will be able to
define alkynes;
write the general formula of alkynes and write the molecular formula of
the first nine homologous series of alkynes;
describe the physical properties of alkynes.
use IUPAC rules to name alkynes;
Explain isomers of Alkynes and write the structural formulas of alkynes
up to nine carbon atoms.
describe the general method for preparation of alkynes in a laboratory;
prepare acetylene in a laboratory by the reaction of CaC2 with water.
ALKYNES
 are another group of unsaturated hydrocarbons possessing a
triple bond as their functional group.
 the homologous series of alkynes is represented by the general
formula CnH2n–2 , where n ≥ 2.
 the first member of the group is commonly known as acetylene.
 The homologous series of alkynes is also called acetylene series.
Exercise 6.1
1. By looking at the trends for alkynes in Table 6.5, write the molecular
formula and the structures of the alkynes containing 11 and 12 carbon
atoms.
2. Describe the general characteristics of the alkyne homologous series
3. Compare the physical state, melting points and boiling points of
alkynes, alkenes and alkanes as the number of carbon atoms increases.
Discuss with your group and present to the class.
A. Nomenclature of Alkynes
Class work
Name the following compounds
B. Isomerism in Alkynes
Alkynes show both chain and position isomerism, but not geometrical
or cis- trans isomerism Consider:
1-Butyne and 2-butyne are position
isomers whereas 3-methyl-1-butyne
and 1-pentyne are chain isomers.
C. Preparation of Alkynes
Alkynes can be prepared by several methods. Some of the general
methods of preparation of alkynes are:
1. Dehydrohalogenation of vicinal (adjacent) dihalides with a base
NaOH or KOH or NaNH2.
2. Alkylation of sodium acetylide (dicarbide) with a primary alkyl halide.
General reaction:
3. Reaction of calcium carbide with water:
D. Chemical Properties of Alkyne
At the end of this section, students will be able to
explain the chemical properties of alkynes.

Alkynes are more reactive than alkanes and alkenes. Why?


Alkynes are more unsaturated than alkanes and alkenes due to the
presence of a carbon- carbon triple bond.
They can undergo basically two reactions.
1. Combustion reaction and
2. Addition reactions (best reaction).
(a) Hydrogenation
addition of hydrogen
 In the presence of nickel or palladium catalyst, alkynes produce
alkanes.
Partial hydrogenation of alkynes in the presence of Lindlar’s catalyst
gives alkenes. Lindlar’s catalyst is powdered palladium partially
deactivated with lead acetate.
(b) Addition of halogens
• When a molecule of an alkyne reacts with one and two molecules of
halogens, it gives a dihaloalkene and a tetrahaloalkane, respectively.
(c) Addition of Hydrogen Halides
Alkynes react with hydrogen halides to form a monohaloalkene and a
dihaloalkane. The addition reaction occurs according to Markovnikov’s rule.
(d) Trimerization of Acetylene:
Acetylene, on prolonged heating at 600 – 700 oC, yields benzene.
E. Properties and uses of Acetylene or Ethyne
a large quantity of acetylene is used as a fuel in oxy-acetylene torches
for cutting and welding metals.

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