reactions of cycloalkane

1. Reaction of cycloalkane

2. Properties
In many chemical aspects it resemble the
alkane.
With certain very important and intresting
exceptions, alicyclic hydrocarbon undergo the
same reaction as their open chain analogues

3. Opening of Ring
• 3 or 4 membered rings may readily be
opened by means of hydrogen iodide or
by catalytic reduction.
• The rings of higher members may be
opened by oxidation of cyclic alcohol or
ketone,or cycloolefin and in some cases
by the oxidation of cycloalkane itself.

4. Changing the size of rings
On treatment with particular
reagents, certain derivatives of
the cycloparaffins undergo
rearrangement, the ring
becoming either smaller or
larger

5. Acetoxylation of the double bond in cycloolefins.
Lead tetra acetate attacks double bonds in cyclo-
olefins to form 1: 2 diacetate the addition
products usually being a mixture of the cis and
trans compounds
Cyclohexane forms a mixture of cis and trans
cyclohexane diol

6. Cycloalkane free radical substitution Reaction

7. Free radical substitution mechanism

10. Reaction of Cyclo hexene

11. Reaction of cyclo propane

12. Reaction of cyclobutane

13. Reaction of cyclobutane

14. Reaction of cycloalkane with HBr and
HI
• HBr attacks cyclopropane and form n-propyl
bromide but no effect on other cycloalkane.
• HI attacks both cyclopropane and cyclobutane
and yield n-propyl iodide and n-butyl iodide
respectively whereas it wont attack higher
cycloalkane.

15. Reaction of cycloalkane with Nickel
• When heated with hydrogen in the presence
of nickel
• At 80C cyclopropane converted to n-propane.
• Cyclobutane yield n-butane at 120C.
• Cyclopentane yield n-pentane at 300C.
• Higher alkanes are not attacked by hydrogen
in the presence of nickel

16. Oxidation : Cycloalkane undergo
oxidation with not alkaline potassium
permanganate to form dicarboxylic
acid