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S ta g e I S ta g e II
I a n d II
co m b in e d
Try fo r b ro m in e
(Br2)
e th a n a
l
Xcal
ppties
3. Oxidation
P o ly m e riza tio n
W h e n e th yn e ( a ce tyle n e ) is p a sse d th ro u g h a h o t
co p p e r tu b e , it p o lym e rize s to b e n ze n e .
Laboratory Detection of
Ethyne
• Both ethene and ethyne are
unsaturated hydrocarbons and as a
result of this, both can decolourise
bromine water (HOBr) and acidified
potassium tetraoxomanganate (VII)
(KMnO4).
•
• So how can we distinguish
between these?
Test to Differentiate btw ethene
and ethyne
• Ethyne has the power to undergo
certain reactions with the insoluble
salts of the noble metals, especially
those eof copper
th yn e re a cts wand
ith a m silver.
m o n ia ca l
co p p e r( I) ch lo rid e r( C u C l)
To p ro d u ce re d d ish b ro w n p re cip ita te
a n d w ith
silve r e q u iva le n ce w h ich is silve r( I) ch lo rid e ( A g C l).
To p ro d u ce y e llo w p p t w h ich ra p id ly tu rn s
g re y .
W h ile
e th e n e h a s n o e ffe ct o n a llth e se sa lts.
Uses
•
• Some benzene compounds
•
Structures of benzene
K e k u le 's ( 1 8 6 5 )
fo rm u la
D e fe cts in K e k u le 's fo rm u la
W h ile K e ku le 's fo rm u la exp la in e d m o st o f
th e o ry se rve d fa cts fo r b e n ze n e , it co u ld still
n o t exp la in th e sa tu ra te d n a tu re o f
b e n ze n e .
R e so n a n ce h y b rid stru ctu re o f b e n ze n e
T h e cu rre n tly a cce p te d stru ctu re w a s d e ve lo p e d b y
th e a p p lica tio n o f th e th e o ry o f re so n a n ce p ro p o se d in
1 9 3 3 . T h is th e o ry sta te s th a t b e n ze n e is a re so n a n ce
h yb rid o f th e fo llo w in g ca n o n ica lfo rm s.
Properties of Benzene
• Physical
• Benzene is a colourless liquid
(melting point 5.5°C, boiling point
80.4°C) with a characteristic smell
of aroma.
• It is immiscible with water, but
dissolves organic solutes.
• It is lighter than water: density 0.87 g
cm-3
• Its vapors are toxic.
•
Properties of Benzene
Chemical Properties of Benzene
1 . Combustion
Benzene and its homologues are highly inflammable
liquids and burn with a sooty flame.
2C6H6 + 15O2 12CO2 + 6H2O
2 . Substitution reactions
Benzene gives substitution reactions with chlorine as
described below.
Properties of Benzene
• Addition Reactions
• Benzene gives some addition reactions. Some
typical reactions are:
Addition of hydrogen
• Benzene on reduction with hydrogen under
pressure in the presence of finely divided nickel
at 200°C, gives an addition product
hexahydrobenzene (cyclohexane).
•
cyclohexane
A d d itio n o f ch lo rin e
C h lo rin e a d d s o n to b e n ze n e a t its b o ilin g p o in t, in
th e p re se n ce o f b rig h t su n lig h t, to g ive h exa ch lo rid e .
3Cl2
benzene hexachloride
Uses of Benzene
n t fo r fa ts a n d o ils, ru b b e r, re sin s e t
lfo r d ye s, d ru g s, p e rfu m e s a n d exp l
o o lle n clo th e s.
w ith p e tro l, u n d e r th e n a m e b e n zo l
Alkanols(Saturated
Monohydric
General formula :
Alcohols)
C H OH
n 2n +1
Functional group :
OH
Suffix :
ol
For
example:
They can be further
classified into:
P rim a ry A lco h o l
H e re th e ca rb o n a to m b e a rin g th e h yd roxylg ro u p is
a tta ch e d to ju st o n e o th e r ca rb o n a to m .
S e co n d a ry A lco h o l
H e re th e ca rb o n a to m b e a rin g th e h yd roxyl
g ro u p is a tta ch e d to tw o o th e r ca rb o n a to m s.
Te rtia ry A lco h o l
H e re th e ca rb o n a to m b e a rin g th e h yd roxylg ro u p is
a tta ch e d to th re e o th e r ca rb o n a to m s.
Ethanol(Kaikai,Ogogoro,sep
e)
E th yl a lco h o l is th e m o st im p o rta n t m e m b e r o f th e
a lco h o l se rie s a n d is o th e rw ise kn o w n a s a lco h o l, sp irit
o f w in e a n d g ra in a lco h o l. It ca n b e p re p a re d b y a n y
o n e o f th e g e n e ra lm e th o d s o f p re p a ra tio n o f p rim a ry
a lco h o l.
Pre p a ra tio n
F ro m E th y le n e
E th yle n e , o b ta in e d fro m cra cke d p e tro le u m , is
co m p re sse d to 1 1 4 0 0 - 2 2 8 0 0 m m o f H g p re ssu re
a n d a b so rb e d in co n ce n tra te d su lp h u ric a cid ( 9 8 % ) a t
340 - 350K.
T h e re su ltin g p ro d u ct is e th ylh yd ro g e n su lp h a te o r
e th yl su lp h a te .
:
boiling point and solubility of alkanols are affected by the
ence of hydrogen bonding in alkanols.
HOW?
Hydrogen bonding
Hydrogen bonding occurs between molecules where you
have a hydrogen atom attached to one of the very
electronegative elements - fluorine, oxygen or nitrogen.
In the case of alcohols, there are hydrogen bonds set
up between the slightly positive hydrogen atoms and
lone pairs on oxygens in other molecules.
methoxymethane -24.8°C
(without hydrogen
bonding)
1 Combustion reaction
Supply the equation of reaction
OR
170
(1
)
(2
)
e other hand, if the alkanol is in excess, and the temperature
, it will react with the acid to yield ethoxyethane (diethyl
170
6 . ESTERIFICATION
Source: vinegar
Physical properties
qAcetic acid is a colourless, corrosive liquid with
a pungent smell at ordinary temperatures.
qBelow 290K, it solidifies to an icy mass called
glacial acetic acid.
qIt boils at 391K
qIt is miscible with water, alcohol and ether in all
ratios.
THE LAB PREPARATION OF ETHANOIC ACID
H2SO4
CH
3 CO CH3COOH
ON
a
Ice water
thanoic acid can also be prepared by the complete oxidation o
thanol by acidified sodium heptaoxodichromate(VI) solution.
Physical properties
qAcetic acid is a colourless, corrosive liquid with
a pungent smell at ordinary temperatures.
qBelow 290K, it solidifies to an icy mass called
glacial acetic acid.
qIt boils at 391K
qIt is miscible with water, alcohol and ether in all
ratios.
Chemical Properties
Acidic properties
Acetic acid ionizes in polar media
to give hydrogen ion that is responsible for its
acidic behavior.
ethanoate
ethanoate
Reduction
In the presence of lithium aluminium hydride
(LiAlH4 ), ethanoic acid can be reduced to ethanol.