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Haloalkane
Haloalkane
This
resemblance property in one equal homolog series is
due to the structure similarity. Each homolog series has
typical atomic group. That atomic group differentiates
one homolog series to another. The atomic group that
becomes typical of any homolog series is called
function group
CH2Cl2
>> Dichloromethane (methylene chloride)
CHCl3
>> Tri-chloromethane (chloroform)
CCl4
>> Tetra-chloromethane (carbon tetrachloride)
Example
CH2-CH2
Ι Ι (1,2 dibromopropane)
Cl Cl
CH-CH-CH-CH2
Ι Ι (3-methyl-2-chlorobutane)
Cl Cl
CH3-CH-CH-CH-CH2-CH3
Ι Ι Ι (4-methyl-2,3-
dichlorohexane)
Cl Cl CH3
Haloalkane Properties
Substitution Reaction
Substitution reaction is replacement reaction of
any atom, ion or function group with others atom,
ion or group. In subtitution reaction of haloalkane,
other atom or group replaces halogen atom.
Elimination Reaction
If haloalkane is reacted with stronge base, elimination
reaction occurs. In the reaction, a molecule loses atom or
ion from the structure. Product from haloalkane
elimination reaction is an alkane. H dan X atoms in
elimination reaction exit from haloalkane. Therefore,
elimination reaction is also called dehydrohalogenation
reaction (prefix de means minus or lost)
H2O + Cl-
1. Chloroform (CHCl3)
– Chloroform can be used as anasthesia, but it may interfere
cardiovascular system and kidney.
– Chloroform in room temperature has liquid form, fragrant
smell, volatile, flamamble, soluble in organic solvent and
insoluble in water.
– The more safe haloalkane is used for anesthetic is
2-bromo-2-chloro-1,1,1-tri uoroethane that give name
halotan.
2. Iodoform (CHI3)
– Iodoform is yellow solid substance, typical odour, and has
effect to paralyze respiration nerve.
– Iodoform is used to identify ethanol/acetone in any substance.
In medical area, iodoform is mostly used as antiseptic.
3. Tetrachloride Carbon (CCl4)
– Tetrachloride carbon can be used for fire extinguisher.
– However, at the high temperature, CCl4 can react with vapour
water to create phosgene gas (COCl2)
5. DDT (Dichlorodiphenyltrichloroethane)
– DDT is strongest pesticide and durable.
– DDT can result in soil and water contamination.