Professional Documents
Culture Documents
1) Electrophile
+
✓ is
represented by
F- .
have
✓ carries + ve
change or an
empty orbital .
H+
+
Ef : -
, GHz ,
cH3CHz ,
ÑOz ,
CI ,
BI ,
It
" "
metals
Clz , Brz , Iz ,
l
Bclz , Alclz
l
etc .
except
l l
orbital
iv. v. t . Alkenes
empty .
will act
they as an
electrophile .
2)
Nucleophile
Niu
✓ are
represented by .
electron rich
✓ are
species .
electron donors
✓ are
pair .
Eof GII
-
:- fi ,
BJ
,
I oil , ,
CH3cHzé .
,
Elñoxideion
••
"
''
pair .
3) Functional
groups
active the molecule
r the
chemically part of is called
functional group .
✓
They may
be atoms
,
group of
atoms or
multiple bonds .
alcohol
Ef :
-
"
I
✓ OH .
aldehyde
-
alkenes
(
✓ ✓ Cn Hzn -11 . CHO
Ey
: o
%
-
Cn 11 ✓
✓ Hzn . - -
H
Gt3 - G GHz - c. Ho
double bond
-
v
I
.
r ketone
✓ Cn Hzn -11 • CO.cn It 2h -11 .
✓ - co -
-
carbonyl
group
.
✓ nitrile
Eg
.
i
' " < nHZn-il.cm
c -113 - GH - GHz - c. V - C I Al
t
halide ( Halogen ) ester
r
alkyl alkane i
✓ oalé
.
✓ cnltzn -11 . A
Ef g)
cntlzn-il.coz.cn/t2nt1CHz
:- ✓
✓ - ✗ ( F
,
Cl ,
Br , I ]
- C - O - C -113
✓ -
COO -
Eg
:
MHz ✓
carboxylic acid
cH3 -
¢1T - Caz - co ✓ - oil acid -
o
✓ ✓ cnlfzn -1 I •
11
c- 00 - H
✓ amine
✓ -
cozlt
✓ Cnltzn -11 •
NHZ
✓ -
MHz
4) Alkyl group
✓
is
generally represented by R .
✓
general formula is Gu Han -11 .
H
Alkane Alkyd
-
✓ →
Eof :
CH4 - H
> CH3
methane
Cnltzn -12
methyl
Cnttzn -11 .
CH3
,
1211-5 '
↳ It > ,
CQHD
methyl ethyl propyl butyl .
5)
types of bond
breaking
Homo
a)
lytic fission
✓
If E. M .
✓
Equal distribution of electron takes
place .
✓
always free radicals are
formed .
✓
free radicals are
species having odd electron .
I
✓ is
always represented by half curly arrow .
Eg :
I. ii. ght ,
i + a.
3. 0
U chlorine radicals
free .
t.gg
:
M Sunlight
• •
H3C←oH ,
µ + CH3
2- 5
V2.1 Hydrogen radical
methyl free
free
radical .
b) Hetero
lytic fission
✓ If E. N .
difference is 0.5 or
greater than 0.5 ,
then
hetero
lytic fission is
possible .
hetero lytic
✓ no sunlight is
required for fission .
✓
unequal distribution election takes
place
of .
✓
represented by full arrow .
✓ due to hetero
lytic fission always _
cations
and anions are formed .
2. 1 M-1
Ig : Hotel
3.0
-
Ci + H+ .
3.0
g. •
F.→ CI - É + F ?
?⃝
"
and
Hydrocarbon
"
>
<
of
:
"
CHz-CHz-CHz-C.tl} % fits
-
alkyl
branch
butane
.
.
cH3 - CH -
GHz
✓
Hydrocarbon . ✓
Hydrocarbon .
✓
Saturated b/c ✓ Saturated b/c single
single bond exist b/w bond exist b/w
carbon atom .
Carbon atom .
b) Aromatic Carbon Skeleton
f- : Benzene CGHG
of
-
oscillation
bond
it
,µfpi
.
"
of o/\o
;
f Of
" -
-
"
it - -
H
c- f-
\ µ
it -
it
c.
I
C- H
Cy
H H -
/
,
'
it
c)
Alicyclic carbon skeleton
ponuible .
✓ no alternate
system of pi bond .
" "
CnH2n Cn Han
f-
.
-1
_#÷
cgµg 21-13 CH GHz
_f
: -
=
it
alkene
it
cyclopropane czptg
.
.
.
cyclo alkane
_Éy•i
"
:*
( 448
'"
3 GHz CH -_ c. Hz
cyclo butane
- -
µ
H -9 g-
CqH8
'
H H
:*
"
cHz
"
¥rÉ÷ cyclopentane
H^H 65h10
€}• ( 6h12
cyclohexane
it "
I
for
Y_p_¥-
.
"
H
H
H
µ^H
C.6h10
cyclohexane
7)
Types of -
formula
"
Displayed
"
gH
Eg : H H H
É
-
l
a- c- d-
l
c- i - - o -
i i:-O
I
- - it
I 1 I 1 "
µ-yg°\
It H "
H C - H
"
-
It on
1
OH
b) Structural
formula
(( 11-3111-20)zC0
Ef IH
:
-
( Hz -
GHz -
CH - CH -
COO - CHz - COOH CH
} -
(
Hz -
O -
É - o - l Hz - GHz
I
notion
CH3
branches and Substituents
alkyl
all
c) Condensed formula
-
must be in the brackets .
If : -
CHZCHZCHCOH)CH(cH3)C0zCHzc0zH
bkeletolformnlac.lt
d)
3 61-13
Éof
"
CH } -
CHZ -
IH -
GHz -
IH -
CH
}
Tff
Eg :
iHz
Cltz -
CH - CH = CH - CH }
An
Eg : OH
GHz -
GHz -
IH -
GHz
#
OH
Kii
"
F
"
:
CH z -
É - CH z - C - H
Eof :
Cltz -
GHz -
!
11
-
o -
cha -
É -
o - H
¥0
OH
reaction
8)
Types of
Substitution
a)
electrophilic "
reaction .
substitution electrophile
"
of .
a) Alkane b) Benzene .
addition
b)
electrophilic reaction .
Alkenes b)
a) Alkynes .
substitution
c)
nucleophilic "
.
reaction .
"
substitution of nucleophile .
halide
Alkyl
a) .
d) addition
nucleophilic reaction .
"
Addition
of nucleophile followed by electrophile
"
an .
a)
Aldehyde b) Ketone .
strong .
alkane 0¥ >
alcohol -0€ aldehyde d carboxylic
> >
acid
⇐ ketone Ted or
.
Oxidising agent
strong wveak_
dichromate ( vis
potassium manganate ( u; ;) potassium "
Orange
"
purple
" " "
[07
"
all
oxidising agents are
represented by
reducing agent
strong weak_
Lithium Aluminium hydride sodium borohydride
1- iA1H4 in
dry ether NaBHq in methanol .
Three
types of
carbocation
✓
.
a)
primary carbocation b)
Secondary carbocation
1° 2°
Iof EF
: " "
CH } It fit }
C+
-
1 GHz -
H I
It
C)
Tertiary carbocation
3°
bH3
Ig
:
1
( Hz -
C -1
11-13
NOTE
carbocation
✓
Stability of
1° 4 20 1 30
>
increasing Order
of stability .
It
01-13
✓ i t
GHz →
C+
I
v15 GHz →
C+
It
+
CH3
• >
alkyl groups are electron
donating group .
called Carbanion s -
Nomenclature
117 of organic compounds
A) ALKANES 01-13
3 12 I
methyl
✓ c. Hz CH Caz 2-
propane
- -
.
i z z
methane
City =
cH3
4 13 2 I
I 2 3 4
czH8=
propane
cql.to = butane -
GHz 3+4=7
5
14 3 2 I
Csltiz =
pentane ✓ CH
1
} - CH
2
-
CH
13
-
cHz-lHz
4 5 2 + 3
=⑤
6611-14 = hexane GHz
2,3 -
dimethyl pentane .
01-13
5 4 13 2 I 3-1 5=8
✓ CH } ? CH -
GHz CH GHz CH
}
- - -
4 5
16 6 -7
2GHz 3-15=8
I
1
CH3
>
3,5 -
dimethyl heptane .
3+6=9 .
order
use
alphab
.
É have bio
If
✓
,
3
; we
5-
ethyl 2-
methyl heptane .
B) ALKENES
4 3 2 I
✓ Cl-13 -
GHz - CH =CHz but - I - ene .
Czltq ethene 1 2 3 q
or
1- butene .
1311-6
propene
.
↳ 3 2 to
Cqltg butene .
✓ CH} -
CH = CH - CH } but - 2- ene
1 2 3 4 or
✓ CH }
I
- CH
2
= CH
3
- lltz
4
-
Cltz
5
pent -
or
2- ene .
2-
pentane .
1h3
"
always gives
"
✓
3
GHz -
Iz
C =CHz
i Ihi
priority of functional group
.
methyl propane
' 2 3 2- .
or
GHz
2-
methyl prop - I - ene .
4
13
but
2 I
methyl
1- ene
✓
cH3 -
CH - CH =CHz 3- -
.
I 2 3 4
GHz
6
5 4 13 2
I
✓ CH } - GH -
GHz -
GH - CH -_ GHz
1 21 3 4 5 6
GHz hex
3. 5-
dimethyl - I - ene .
4 3 2 I 1+3 = 4
✓ ( Hz = CH - CH =CHz 1,3 - butadiene .f .
I 2 3 4 I
+3=4 • "
but -1,3 diene- .
C) ALCOHOL
3 2 I
Cltzolt methanol . ✓ CH } - C. Hz -
Cltz - OH
pro pan
-
I - 01 .
✓
1
2 3 Or
121-15011 . Ethanol .
1-
propanol .
4 3 2 I
bulan -01
↳ It > OH
propanol . ✓ 01-13
I
-
lltz
2
-
lltz
3
-
Cltz
4
- OH
or
- I - ✓
1- butanol .
Cqltqolt butanol .
OH
4 13 2 1
batan -01
151-11,01-1 Penland .
Cltz
I
-
CH
2
-
GHz
3
-
CH }
4
- 2 .
3 91+32 to
✓ GHz -
CH -
GHz -0 It
I 2 3
2-
methyl propanol .
3,611-13
2-01
methyl pro pan
'
✓ CH } - C -
OH 2- -
.
Z
y
3
,bH3
CH 3
4 13 2 it
baton
methyl
CH CH CH z 1- of
✗
CHz OH 3-
-
}
- -
- - .
I 2 3 4
3 443 2
I
✓
Cltz b
GHz
dimethyl
OH
of
-
-
-
propan
1
21 3 2,2 -
- I -
.
GHz
I
"
: 5
3. 6.
dimethyl heptan -2-01 .
D) ALKYL HALIDE
OR
3 2 1
I 2 3
1311-74 Chloro il
propane
.
3 s
CH } Chloro
CH }
propane
✓ - CH - 2- -
I 2
3
CAHSCI Chloro butane .
✓ 4 4! 2 i
C5HµC1 Chloro
pentane .
Litz -
CH - CH , -
CHZ 2- Chloro butane .
I 2 3 4
3 443 2 I
✓
Cltz -
CH -
GHz -
CI
I 2 3
1- Chloro 2-
methylpropane -
✓
'
GHz '
I
iodo
✓ Clt } -
212
C -
II. 2- 2-
methyl propane .
GHz
I 3
CH }
✓ 0 15 4 3 2 I
Cltz CH CH z -
GHz CH CH
hexane
- - -
}
-
Chloro
methyl
1 2 3 4 51 6 I -
5- .
El
✓
2,2 -
dichloropvopane .
31
Advance Nomenclature
of organic compounds
be Ii
priority must
given
alkene .
' 3 4
Fyi
2
CHz= CH -
GHz -
Cha -
Cl
but
1- ene
4- chloro but - 1- ene .
08
4- Chloro
4- Chloro 1 .
butene .
If alcohol and
✓
compound contain alkene ,
their
be to alcohol
priority must
given
.
Ey
: -
5 4 3 2
I
CHZ = CH - CH z -
GHz -
GHz -
OH
pent
4- ene .
pent - 4- ene -
1- 01 .
I -01 .
Or
4-
penitence - 1- ol .
✓ 9-1 Compound contain an alkene and
carboxylic acid
Carboxylic acid .
Eg
: -
4 3 2 11 ?
lltz = CH -
CH z
-c- OH but
3- butene 1- oil acid . 3- ene .
or 1- oil acid .
3- butenoic acid .
Or
but -
3- ene -
1- oic acid .
isomerism
Chemistry of
✓ Isomerism
-1 a
stereoisomerism
Structural
.
isomerism .
4 -s
-
Y v
.
geometrical optical .
Cis Trans
Structural isomerism
compounds Minich have the same
molecular but
formula different
structural called structural
formula are isomers
and Ihi
phenomenon is called
e structural isomerism .
A) Chain isomerism
✓ likes place in
hydrocarbon chain .
i
alkyl
branches are
formed .
' 411-2×4+2
Fcf :
y
Cqlfio
(
4 " '°
Alkane
H H H
it
H - d- i-d - c- H
CH } ,
CHZ GHz C
It It
- - -
It It
n - butane .
it
H - C - H
÷?-i__¥-
I
41-13 A- it
CH3 -
CH -
CH
}
' I 21 31
It
cHzCH(cH3)cH3
2-
methyl propane or
(CH3)zCH
Cnltzn -12
H H
( 51-12×5+2 H H
(5h12 H
É Éµ-÷¥ !
i "
:*
: - -
- - H
05h12 . Alkane
.
C Hz - GHz -
CHZ -
GHz - CH3
^^
n -
pentane .
it É it
it
-
cµEÉ
-
' ' µ
its "
3-
'
* "→ - it
"" " " " " " "" " "
" It "
-
2-
methyl butane cH3CH(cH3)CH2CH3
Or
¢173)zCHCH2GH3 H
1
H -
C - H
!µ3
It
4h3
2-
¥
'
Gt3 CH, H C C C H
g
-
- -
- -
CH } cH3c(cH3)zCH3 ,
H - C - H
or
2. 2-
dimethyl propane ¢Hz)qC It
?⃝
is
B)
position isomerism
position of functional group changed .
Cnltzn .
Eg
041-12×4
: CqH8 H H H H
alkene
cqH8 .
µ -
it -
ESE 'cZ=§±- it
" I
H H
CHZ -
CHZ -
CH =CHz
ne
but -1 - ene
H It
it
[ Hz -
CH = CH -
GHz it -
i±i3=ÉEc- it
ly
+
1 2 3 41
It
but - 2- ene
it H H
it
! =É→ i
-
-
µ it c- H
:-c
. - -_
TH It methyl
2-
propene
.
< " " 2h -11.04
Cq 11-2×4+1 . OH 1
T¥ :-
cH3 - GHz -
GHz - Cltz - OH
bufan -
I -01 .
Ñ\oH
H
PH
H-it-q3-E-F-HC-lz.CH
9 "
"
q -
GHz -
Cttz I 1 2 31 41
µ It ,, H
cH(otHH3"
butan - 2-01
1-0
É¥iÉÉ÷:-O
it 41-13 it "
.
it It cH3CH(CH3)cH20H
or
3
2-
methyl propan -1-01 .
(cHz)zGHCH20H
GHz
cH3 -21C -
OH
methyl propane -2-01
2- OH
I
1GHz 41+3)gC0H
Eg : Cash > C1
µ_%ii±_e .
CHZ It lit 9
GHz
Clyyyci
- - GHz - it
1- Chloro
propane
.
Ll H
It
i '
did '-
÷
it -
-
it
61+3 CH GHz
I
It
-
-
Chloro
propane
2-
cH3CH(ci)cH3
.
or
(CH 3) ZCHCI .
C)
functional isomerism nature
of functional group is
changed .
C - O - c
ether
Not
Eof :
-
in
C. Hz -
Gta - O -
H ✓ Gt3 -
O -
CH }
ethanol .
dimethyl ether
Or
.
methane
methoxy .
i
:&
.
O o
11
CHz_CH2 - C -
H ✓ cH3 - É -
CH }
propanol propanona
in
.
^
,
butanoicacid .
I
butan 1- oic acid \o/
Eg
-
É
:
Cltz -
Cha -
CHA -
11
- O -
H
Cltz - CHz -
É - O - CH }
~ OH
melñylpvopanoale
.
in
eH3 -
C - O - GHz - GHz
elñanoale
ethyl .
butan -1-01 .
OH
Ig :
CH3-CHz-CHz-C.AZ - O - H
v v
^.^ v9
Gt3 - GHz -
O -
GHz -
CH3
CHz - CHZ - GHz - O - C. 1-13
diethyl ether
ether
or
methyl propyl .
elñoxy ethane .
✓
carboxylic acid gives esters .
Examiner Approach
1) determine the
possible structural isomers
of
butene .
411-3
3) CHZ -
C = C -112 4)
1-
the butanol
2) determine possible structural isomers
of
.
: 41+3 0
3) C. Hz - GHz -
É - CH3
3) czHG.me/n is a
general formula .
where n= 110-6 .
it it
czH5C ' " Nce
! !
-
- - c'
e
Ñc
,
,
"
i i' i
'
ii
( 2-
Hq Clz H -
C -
C - 11 H - C -
C - H '1
1
It,
1
H H
É É
H
( 21-13613 1
41 I 1
H - c -
c - a µ - -
- e,
I 1 I 1
61 it
It It
it "
CI
" .
CI
CI CI
(
211-2014 É É:c
¥
I 1
H c a ,
:
c
¥
-
-
- c, - -
'
A
'
Ci
¥ it
c. ,
CI CI
11
41
C2 -11115
,, c.fi
.
CI -
f -
& - Cl
It cc
total
CI
isomers -_ 9 .
Cl bl
12hr16 C
l l
C C'
a - - -
1
L
¥¥
,
CI
"
C1
(I
alcohol determine the
4) Cqltio 0 is an .
possible .
OH
I
✓ Cltz GHz GHz C Hz OH cHz GH
- - - - v - -
GHz - Cltz .
1h3
I
✓ Cltz CH C -112 OH
41-13
- - -
✓
GHz - C -
OH
{Hz
✓
GHz -
( Hz -
O - GHZ - CH3
possible isomers .
i
'
it it ii i
'
il
✓ It -
C C C Cl ✓ C
- -
-
H -
-
C -
L - C'
'
l
!
l
it it
' H H %
11 C'
1-1 Ll
1 I 1 41 Cl
I
H - C -
C - C - Cl H - C - I - C - H
l l I 1
l
H H
H H H
Irl Cl H
l l l
✓ H -
C - C - C - H
l l 1
It Cl H
6)
Cg -11802 is an eslér ,
determine the
possible isomers
✓
cuz -
GHz -
?
11
- O -
GHz ✓ cH3 -
É4
- O -
GHz -
Caz .
NOTE
oxidised
primary
alcohol
easily
• > = - CHZOH = .
OH
dit oxidised
Secondary alcohol
• > =
-
-
= can
R easily .
R
( 51-11,0 is alcohol draw Ini structural
7) an .
possible isomers
° "
bit 3
✓ ( Hz -
I - Caz - OH
OH
I
CH3
fritz
#
✓ GHz -
GHz -
CH - CH 2- OH
↳ OH
dich low benzene has molecular determine
8)
formula Caltech
a
.
the
of possible of -1hm
compound
.
no .
isomers .
Ll
d '
✓
6¢ 12 Cl
1,2 - di chlorobenzene .
c-
H - c
l 11 3
"
C- It
of ,
✓
: 1
"
I-
di chlorobenzene
-
C - H
1,2
C -
.
' "
C
c=q/
- H
H -
It
✓ 1,3 - dichlovobenzene .
f -
µ
H - c
l 11
C- Cl
µ
C-
-
✓
:
i
✓
H -
the
c
- +, 1,4 -
di chlorobenzene .
l 11
⇐ ,}
- -
H
H
:
Concept
.
and
Ester are
formed lather alcohol
carboxylic acid .
react to
gather .
a) R -
?
11
-
O - R! cH3 -
11
c -
o - cha -
eH3
0
% 11
b) R - C - O -
R cH3 -
c -
O -
CH>
c) H -
É 11
-
o -
R (Hcozr ) When methane:c acid ( HCOOH ) and
alcohol react together .
meiwanoic is
9) CqHg Oz is an ester ,
If acid one
of lie
determine
reactant then Ilie
possible structural isomers
of ester .
i ?
i
✓ Cltz - C - O - 11-12 - CH } ✓ cH3 - C-112 - C - o - CH}
✓ H -
É -
O - GHz - GHz -
GHz
✓ H -
É - O -
Ut - CH z .
lets
to ) ( 41-1,00 is an alcohol It does not react wiki
,
determine lie
acidified solution of Krang , possible
structure alcohol
of
an .
CH 3
I
ltzc -
C -
OH
I
CH3
the
11 ) C. 51-11002 is our ester ,
If meluianoie acid is one
of
determine
reactant their his
possible structural isomer
g-
ester .
i in
✓ ( 1-13 - CHZ -
GHz - C - O- CH} ✓ CH3 -
GHz - C - o - CH z - CH 3
✓ city -
É -
o -
CH 2- 11+2-11+3
11+3
I
0
11
✓ GHz -
Ut -
o -
o -
Gt3 -
?
Gt3
✓
lHz -
11
-
O -
I
CH - C.Hz ✓
H -
É - O -
CH 2-111-2 - CH z - CH -3 .
CH3
✓
H -
É11
- o - CH - 11+2 -
Caz ✓ It -
?
11
-
O -
I
C -
CH }
I 1
CH3
GHz
✓ it -
?
"
- O -
CHZ - CH -
GHz .
tttz
Stereoisomerism
have formula
✓
compounds Which the same molecular
space (spatial
but
different arrangement called of atoms in
arrangement
and
of atom) are stereoisomers
called
phenomenon stereoisomerism
the e is .
geometrical isomerism
geometrical
isomerism exist in alkene
may
.
cis isomer .
It it
I =D
:-( 4-118
Eof , -
CH}
CHzCH=CHCH3 }
It
c. is .
similar
✓
If two
groups
are
diagonal-1 attached to line
isomer .
:-( 411-8 H
If
"
3°
CHzCH=CHCHz Jc =L
\
It (H}
Trans .
as structural isomer .
Hzc Hzc H
,
:-( alto c-
Eof
c-
-
/ \
It
it
CH3CH2CH=CHz
°"
H3b -
✓
FF
!
GHz CH cclz c
-
= =
/ '
Ii
It
Ff "
(city)zC = GHz
1-13 K - /
"
c = ,
/
H
C TH
,
t H H
"
,
✓ Hzc HE - /
° = , = ,
/ ' /
II
-
Cl
Hz C Hzc
( H3CH2CH
+
,
=L HCl
is .
Trans .
✓
If four different groups are attached to double
vertically
.
(b) H OH (b)
If
:
-
, /
, , ,
CHzCH=C(OH )C1 .
/ \
"
(a) Hzc (a)
his
Cltz = 15
It = 1 .
higher Mr :@
OH = 17 tower 9r=⑥
"
"" %
" OH ,
b)
11 =
35.5 .
JC =
,
(b)
H
,µ ,
Trans .
double bond
✓
If more than one is
present ,
then fi
determine total
of geometrical isomers
always
no . use
,
2h
formula
"
ntreheve double
"
is the bonds
of
n no -
, .
2
n
Ef :
-
CHzCH=CHCHzCH=CHcH2CHzCHz 2 = 2 => 4 isomers .
if
:-
" 2
( H2 CHCHZCHzclt-CHC-lzclt-CHC.az 2 = 2 =
4 isomers .
11
This structure is
i symmetrical .
"
n z
Eof : -
CHZCH = CHCH :( HCH } 2 = 2 = 4- 1 => 3 isomer .
① cis
/ Trans
1) \
c=c
' "3
2) "
301 /
④
\
/ / , = ,
HZC ,c
①
=
cis
,
'
①
/ \
,c=c④ "
cH3
Trans
"
H "" It
3) ' / trans H
"
c=c 4) 30h /
H
/ \ , = ,
µ,
,
,c=i \ it
/ \
c. = #
""
3
" '"
} \
Trang /
It It
c. is
?⃝
?⃝
?⃝
✓
If cyclic rings are involved ,
then we can have only
cis isomer ,
Trans is not
possible .
If "
cyclohexane .
"
H a-
1-¥ .
H
cis
due bond bond pair
.
to
pair -
molecule will
repulsion ,
this Trans
→ ④ disrupt .
not
Cis .
geometrical isomerism can also exist in skeletal structure .
j
:
④ it
/
it trans v0 "
'
Ef i' "
y-
: -
Fifi Czltallz
H H
I I
H "
It it Cl
H
H
CI CI CI
Trans
cis
i CI
H It
nix .
v. t .
cis and trans ,
1 it is structural isomer .
It CI
E
'
✓
geometrical isomerism arises due 05 145 restricted
rotation
of double bond around its axis -
has
§ :-.
compound
determine
a molecular
structural
formula
and
CQHS
the
possible stereoisomers
this
of compound .
Gt3
✓ CH
} - GHz -
CH = GHz ✓ CH } -
I = GHz
✓ Gt3 - CH = CH -
GHz ✓ ☐
H "
"
c=i 1-13 '
-
✓ /
y -
c. ,
/ -
111-3
=
/
1-130 "
it
GHz
Cis
Trans
§ :-
compound has a molecular
formula ↳ Hqclz .
determine the
possible compound
'
isomers this
of
.
H Cl
CI
41
H H
I 1
, I 1
✓ H C C =L Cl ✓ C G
- -
-
H - -
C = - H
l l
H
H
t'
u
I
H
1
al
I 1
9 it
✓ It
-
l - C =c ✓ H -
C -
e = C - H
l l
l
it It
It
Ll
If
H
I 1
✓ u - C - C = C- It
I
H
optical isomerism
✓
If four different groups are attached like
single carbon
atom ,
then it is called chiral carbon .
4h3
Eof
:
ÉJ "
huh
* cH3CH(OH)C0oH
"
/
H2 l
( t
fico "
'
"2
1=0 Chiral *
ca , I
q
fl OH
carbon
- -
1 OH
.
°"
/ " CHZ
Ago City
chiral Carbon
possible double bonds bond
✓ is not in or
triple .
✓
compounds contain Chiral carbon are called
optically
active
compound .
✓ these
compounds can rotate
plane polarise light
(
bingle heave
length radiation )
of
solution active
r
^
t
y
>
optically
qimpnmd
im
- .
1- -1
y
"
y
source 1
it detector
'
.
the hand
If plane polarisc light rotates right
✓ on
( D)
rotatory
side it
then is called dextro isomer + .
,
hand
✓
If plane polarise light rotates on lie
left
ft )
lavovotalory
side ,
then it is called isomer .
optical
.
isomers
"
|
-
" " °
Pt
" "
"
I !
"
Hat
"
"
CH }
it
H
mirror .
r
have carbon
compound
✓
If more than one chiral atom
to determine
then in order total no .
of optical isomers ,
2h
always formula the
"
"
use ,
where n is no -
of chiral
carbon .
It
Eg :
d-
-
*
HzN -
COOH
H2NCH( CH 3) COOH /
c
*
Chiral ④ c-
>
carbon
'
I
?
µ
Caz
I 2 ? 2
1$
HN C
2
- - C - OH
CHI
1 = 4 isomers .
GHz
Chiral also
✓ carbon is
present in
unsymmetrical cyclic ring .
GHz
GHz
it µ
at
f f
"
f
"
f
"
" "
H-i
"
T.FI 1
H
"
/ ""
Hzl GHz ✓
Hzc \fHz
symmetrical cyclic ring .
Hzc-¥4
.
1)
*
61-13 CHZCHZCHZ -
- CHICA (OH) CHZCOOH
chiral centres = 1 .
2)
Theo
L%n* d chiral centres : 1 .
1 CH - GHz -
COCH 3
HO
B) GHz COOH
1 chiral centres = 1
)
qH(
OH
(
Hz
4) chiral carbon
°"
atoms =
2
1-10 .
, -
g.
=,
\* *
H CH
/
0 = C - -
GHz -
Coo #
y l
,
CH3
5)
:
C - H " "
I 2 = 2 =
16 isomers .
HO C H
chiral centres 4
- -
= .
( 61-11206 HO - G - H
glucose ① -
& -
④
H - G -
OH
I
CHZOH
6) chiral
carbon -_ 1
I
'
.
H
it 9¥ y
CI - c -
c -
c - E -
Y
-
CI
I 1 I 1 H
H H "¥
it
-4-01
It
7)
I
✗ CH (01-1) no chiral
1
atom b/c similar
GHZCOOH
,
of
group .
(b) Gt3
8)
1
Cy /
CHZOH
(a ) geometrical
isomers 21=2 isomers
/ :
£
.
H2
{
#
(A) (b)
" 20
-
at
9) (b)
11 µ
a
* city ¥: (a)
(☒ (b)
(a) _⇐\
21--2
geometrical isomers
'
: isomer .
Optical isomers =
2 = 2 isomer
total stereoisomers =
4 .
10)
% *
chiral carbons = 3
.2^= 23=8
①¥:÷_K
isomers
optical isomers :
I
.
×
*
11) GHz -
Cltz - CH -
CHI = CHI C1 .
chiral carbon =
1
d-
☒ f Optical isomer = 21 = 2 .
geometrical geometrical
'
1 isomer : z = 2
GHz isomers -
I total stereoisomers = 4 .
OH
127
41-1261
CO
"
total chiral
°#←1*-0 ""
carbon = 3
23=8
/ *y/ optical isomers =
Gt3
HE
,y
.
Eltz
13)
" ° i
q
-
- CH
1-120 11
chiral carbon : 1 .
/ CHL
H2O -
*÷÷:÷
at
"
geometrid
'
no
,c ,
Hz° city
14) C3HsBvI total chiral carbon = 2 .
It Br H Br
µ H
l l l
Iq
d
1
H -
c - -
E - I H - C -
C - C - I
1 I 1 I 1 1
It H
It It H H
611-3
least
/ *
carbon atom = 7
H Cz H
q
- -
>
1211-5
16)
CH 3
a
/ [ 91+1011-1
/
H2
/%
-
C -
CH}
!
GHz
Hh /
i.
④
Hydrocarbons
chemistry of Alkane
alkane
properties of
general
.
a) States
C. ± -
Cy
gases
• > as the %
composition of
carbon increases stale
liquid
,
Cs - Cle .
Changes .
°>
density increases
decreases
.
• ×
Volatility .
b)
boiling point
✓ as the %
composition of carbon increases ,
no -
of elections
increases ,
strength of Vanderwaal forces increases , so
has
✓
Straight chain alkane
larger surface area.
they strong
vanderwaal forces G-overcome Such
So will
,
have
high b.pt .
b.pt . = +88888 .
✓ branch chain alkane has Smaller
surface area
,
so
they will
experience weak vanderwaal forces .
Gt3
Éf
" l
C. Hz - CH - CH } or CH3CH(cH3)cH3
b.pt . = + 300 .
branches
greaterthe of alkyl
✓ the lhi no .
,
the
lower
b.pt
.
GHz GHz
bH3CH2CH2CHzlH3 ,
CH3 -
IH - GHz - CH3 i CH3 -
d - CH }
methyl⑥butane ditz ②
pentane
⑨
.
2-
C
f b t A
2,2 -
dimethyl propane .
>
✓
long chain alkane are not
flammable .
d)
reactivity
alkanes also called b/c
an
paraffin
are s,
have
they
do not
less
any functional group
so
they are reactive .
chemical
properties of alkane
1) Combustion
Excess 02 H2O
combustion
>
< 02 + +
Energy .
complete
amane mite,
gappy .to
combustion
.
>
↳ + " ↳ +
enemy .
incomplete
Cxlty
+
( ✗ +
F) Oz -
x coz +
f- H2O .
Where
carbon atom
of
x = no .
.
atom
y
= no -
of hydrogen .
Ej
^
moles
CHq + 202 → CO2 + 2h20
no -
of
of carbon atom .
2)
Cracking
long Hydrocarbons
✓ It is in which chain
process
a are
hydrocarbons is called
cracking .
✓
cracking are
of two
types .
a) thermal
cracking .
b)
catalytic cracking .
✓
catalytic Cracking is used to crack
Cs to Cio
compound .
needs
✓
Catalytic cracking 500C
limp .
( alumina silicate ) .
Thermal to bian Go
✓
cracking
is used crack more .
Compounds .
✓ thermal
thermal
cracking needs
needs
6500 -800C
koalas
.
Goalie
✓
cracking - .
✓
possibilities of cracking -
A) Alkane + Alkene .
Alkene
b) + 1-12 .
i.
¥
"
( µHzo
kig→7Cz Hq + H2 .
OR
City -1130
Cracking , Cqltio + 5121+4 .
of cracking
use
to fuel and
✓
produce hydrogen which ,
is used as a
in Ihi
making of Ammonia .
✓ -
to
produce it
ethene , b/c is one
of
Ini most important
compound used in
petrochemical industry .
Q :- which one
of the
following is not obtained
(CH3CHzCHz)zCH -
?⃝
3)
Reforming
It is Hydrocarbons
✓ a
process
in which
long chain is
✓ conditions :
temp .
= 500C .
40 atom
pressure
=
Al-203
catalyst
=
Eof A)
:
411-3
CH3 -61-12 GHz CH3
GHz GHz GHz GH
-
- - -
-
GH - - 611-3
>
N -
hexane 611-3
"
butane
"
Isomerization 2. 3-
dimethyl .
Iga
Y¥•H
×
>
Hz +
\→H
It
hexane .
cyclohexane .
user
It used to
.( engine
is
rating
octane
improve is
fuel efficient ) .
4) free radical substitution reaction
In methane
plank 's
constant
.
q
reagents required = a)
Chay ,
b) Clagg )
E-
hf→
frequency
photon of
.
limp .
= sooo
is needed
Sunlight hf
.
= a. v.
light =
b) HCl
"
Equation
,
CHZCI +
42 C -112612 + HGI .
dichloromethane .
611-2612 +
Clz CHCIZ + HII
trichloromethane .
or
chloroform .
C -
H = 410 Kj/mol .
"
chain
CI - CI = 242
Kjfmol .
always
initiated 1h
-
chlorine .
g←Ñ ci
chlorine
+ ci
-
free radicals .
e
products .
eye
reactants
a
It = + ve
g
- - - - - - - - - - -
progress
rxn
chain
2) propagation
a, u.zc.IN# >
"" *
U methyl radical
free
-
medians .
b)
t.FR#cNl-CH3ci ^
+ ai
""
en
•
I
y
,
progress
rxn
3) Chain termination
✓ ci + Gi - Clz .
✓ Glitz + Gi - CH -361 .
0GHz
•
✓ GHz + CzH6 .
-
ethane
Jars
.
reaction in alkane .
CzH6 - C2H5 -
6411-10
dichloromethane
Mechanism
for
2) Chain propagation .
HÑ÷i
•
a) -
HCl + CHZCI
Cl
b) É - C. Hzclz + %
3) Chain termination .
✓ Ci + Ci -
Clz ✓ 61-1211 + Li → Cltzllz
•
amount
Mechanism for trichloromethane
Chain
1)
propagation .
a)
%
HC←oH -
ÉHCIZ + Act .
I U
Ct
b) icTT-vg.li -
citciz + ci
21 Chain termination .
✓ ÉHCIZ + Ci - CHGIZ .
H H
l l
✓ ÉHl1z + ÉHCIZ - CI - C - C -
w
l l
Ci CI .
Examiner
Approch
1) CH3 -
CHZ -61-13
t
.
231-17
t t
•
Gt3 -
GHz -111-2 CH3 -
IH - CH3 .
O et
• i
GHz - GHz - GHz + ( Hz - GHz -
GHz - 6173 - GHz - GHz -
CHI - CHI -611-3 .
• >
111-3 GHz
- -
[ Hz + CH - C -113 - GHz -
GHz - GHz -
CH -
Gt3
l l
Cltz Gt3
o o
•
Y GHz - CH + bit -61-13 - GHz - CH - CH - CH }
'
1 I
6113 GHz
643 1GHz
2) GHz - GHz - GHz -
GHz - CH3
@
t
.
CJHII
✓ X n-
08
CH3CHzGHzGHzÉHz
•
GHZGHZCHZCHCH} CH3CH2CHCH2CH3
✓ a - a - v a - b r a -
c
r b -
b r b- C ✓ c- c.
4h3
3) GHz - GHz - C - GHz
1
GHz 3
total
. .
possibilities
:
UH 3
I
•
>
ÉH 2 - GHz -
C -
CH}
1
GHz
GHz
• > CH 3 -
TH -
É - CH }
I
CH 3
• Y
443 •
CH
} -
GHz - Q - GHz
I
643
Chemistry of alkene
general formula
✓ = Cnltzn .
✓
functional double bond
group
: .
state
✓ =
gas
at
rtp .
b) Keith
purple to colorless
Aq Knanoq
.
.
r
types of reaction :
a) electrophilic addition reaction .
b) Oxidation reaction .
c) combustion reaction .
preparation of alkene .
loss loss
>
of water or
of
18 unit mass .
reagents = a) cH3CH20H .
cz
"sÉ||☒F→%¥ene
1+2504
↳
.
b) conc .
1+2504 .
NaOH .
c) NaOH ( Hygroscopic
moisture
b/c it absorbs
)
condition
reaction :
temp .
= 1801 .
Catalyst = Conc .
1+2504 .
product formed =
a) 121+4 b) H2O .
Equation : CH3lHzOH
Ethanol .
+ 11-2504 É >
61-12=611-2
ethenes .
+ H2O .
C 211-501-1
Mechanism
-
H+ .
-
1-1504
→ + +
( Hz Utz Oo H It ( 1-13 CHZ H
q
- → -
+ - - - -
O O
It
c. ✗ conium ion .
2) + ve
charge on
oxygen - makes it unstable ,
G-
get
the
stability
it needs IT neutralise its and
+ ve
for iñat it
pulls
the
formed
CHz£É
.
CH3 -
-
H →
H2O + cH3ÑHz
It 1° Carbocation .
to bond
3) remove the + ve
charge of carbon .
Shifting of
Hydrogen
and removal
of takes
place -
from adjacent
carbon atom .
+ "
CHZ H CHz•=•cHz
GHz
major
- → t
1-
product
.
I
F-xaminerApproac.hr
Caz -
I 4 → cH3CHz -1-1504
product
.
minor
✓ GHz - CHI -
ÉÑFÉHz - GHz → CH
} -
GHz -
É - GHz -
C'
+3
C!
H f
,
+
"
CH3-lltz-O-CHz-c.az
+
minor product -
b) Thermal decomposition of Alcohol .
• >
delivery tube is
hot
. >
pumice
alcohol .
becomes black in
ethene .
you
•
,
hot made
oily / is
• >
pumice is
up of sioz . and it used
as
dehydrating
.
"
used to remove lead
Reactions ethene from leaded
"
of petrol
Ci Ci
I 1
It CI GHz - GHz
I 1 1,2 - di chloro ethane
'
f f
"
4-12 - GHz a
chloro ethane .
§ CHZ - CHZ
¥yq ÷É
7
ethanol
%,
µ(rÑ iron
"
chloro .
gouger
,
Jersey *
Ñ *
.q *
202
.
µ
.
"
" • g- 2002 1 1
k^^^°
?g_§?ɧ
" " Cltz CHZ
µÑ
" -
OH OH and
o
Hyenas.in Ethane
%
.
I 1
•IÉ=
1- .
( H2 C -112 "
%
-
It OH
•
> used in car radiator . 1 I
•
> used to make CHZ - CHZ
polyester .
ethanol .
Examinerthpproach :
-
1)
n
"
602+511-20
%
Éi÷÷÷
t
g
µr"^°
: "
a-
OH
.gg f- Cl
¥-01T "
"
Ff
←- H
i' it
GHz - C - GHz
,
1-10 It
2) ACH} Gl
GHz -
I
C -
I
GHz Hg -
% ditz
1
1 I
>
CH3 r
% Cd
" 01+3
,
É /
⑦ ,
130oz en ,g
443
( Hz -
C =CHz
"
µgytM° 2-
melñylpropene
%
811mi
1-
g
OH OH it it
1
City -
g-
ditz GHz
-4-111-2
lH3
CHZ
3) CI CI
it
it
61-13 -
1
CH - CH -
61-13 a
GHz # IH
- H - -
6h3
yuk
"
r
% uÑÑ
¥14s .
yngi;D
a.
%% .
( Hz -11-1=4-1-111-3
"
but - 2- ene
,ggµµrtidal0
@
"
"
"
"
9/30,g
Ydration .
, H OH
OH
OH I 1
I 1
GHz - CH - CH -
01-13
GHz - GH - CH - GHz *
* *
Mechanism with chlorine
gas
.
induced due 15
Chlorine exhibits
dipole
GH
H
the Pi bond
-
presence of
1¥
.
1%+7
1) ft .
8- +
ci
ci .
y + H
Y C H
- -
-
- -
C 1
/ " H H
It it
✓ intermediate carbocation
pi bond of
.
ion
2)
chloridereact ÑÑ
GI GI
win
intermediate'h°^
GI "
1 1 11
E- it É
carbocationformed
"
y
it -
- + -
H -
C- u - H
I 1
I 1 is
product
, "
H H
"
"
Clz ,
1-120
lone
"
both
Mechanism milk and
pair ofethene
oxygen
Aqueous chlorine
pi elections
of
electronic
ulsion
will
experience
key
>
,
so
they will not react .
" It
1) \ / Cl
, I *
8-1 E-
Ci
•
11: # a - + H -
f - c - H
t.it !
/ ← intermediate carbocation
it it
which will serve as an
electrophile .
it
÷ Ñ i
' '
' i +
2) H o H it
y c- o
- -
- -
-
-
, l " l
H H Oxonian ion
it H it .
lone
pair of oxygen
reacts with electron deficient carbon ,
so
3)
H -
y -
d
I
-
§%É Ci
-
reacts with
Hei +
-11in
H -
c
1
H
- i
I
- it
.
H it it
to
It
electrons
It
major
give Hei the
pullsneutralise product
oxygen and
. .
Examiner
Approach :
- of Hydrogen its -
+ we
change .
GI
ÉÉz
11 Cl
1 I 1
Caz - GHz -
GHz minor
-
product .
Mechanism Keith Steam
"
8-1 8-
E-
" It
" °"
pro i
-
±, • 1-
→
! Y
' + " "
"
%
-
"
lost
- -
0 OH
o
,
- -
it
H
intermediate
carbocation .
"
Cltz
ÉH€Hz• - 611-3 GHz
+
O it
1g
- - -
-
,
1
it Oxonian ion .
É
HO OH
Pf?
3) - -
GHz -11-12 p
- + CHZCHZOH
OF \
-
1 OH
H
Mechanism Milli Hit
" " It
-
e i
:# i :-&
In
•
H
-
-
C - C - it + ci
°
-
W I
It
1
It
/
It It
intermediate carbocation .
2)
+
#
GHz - GHz + [I _ CHzGHz -61
Reaction Gii )
of potassium manganate with Alkene
H+ 1
Y
\ /
,c=c ,
+
kmnoq-c.gs Y -
,
(diols) .
OH
I YH
° >
CH3CH=CHz -
CH 3 -
CH - CH z or cH3CH(OH )CH2OH
*
0,1-1 pH
>
• (
Hz -
GHz -
CH -_
GHz - GHz -
CHZ -
CH -
CH z or
*
CHzbltz.CH/oH)CHz0H
101-1
• > OH
Cltz -
CH = CH - CH 3
-
C -113 -
ICH - CH - CH }
*
*
o 7 41+3 YH
GHz - C = ( H2 - GHz - C CHZOH
-
1
or
Gt3
¢43)zc(0H ) CHZOH .
"
(¥0
• >
-
⇐ OH
OH
→
-
Eti -
- +
B) under hot concentrated K^An0a
-
1) R\
C = ( H2 -
R -
COOH + coz + H2O
/
µ
carboxylic
acid .
27
R 0
\c=CHz - R -
Y - R + CO2 + H2O
/
R ketone
If :
( 1-13 CH=CHz
-
>
cH3 - COOH + CO2 1- H2O -
H2O
111-361-1261-1=11+2 -
CH -3GHz COOH +
coz + .
acid
lHzCH=GHCHz - ZCHZCOOH
only ethanoic
is
formed .
( 1+3)zG==lHz _
CHS -
É - Cltz +
coz + H2O .
i
CH3CH=C¢H3)z a
,
01+30001-1 + cH3 -
C -
CH -3
1- ✗ cook
1-
-- - -
>
COOH
GHz = CH - GH = GHz ,
2 Coz + 2h20 +
§? ?
1-1000
""
[-14
\
- - -
F. F
.
"
{
°°
T CH3CH= CHGHZCHZOH ,
611-3 COOH +
GHz
I
Coolt
Xy
OH COOH
↳ -
I 1 coat
I
:#
1
[
-
+
COOH
COOH
ooh
+ Coo H
f
-
COOH .
-¥÷¥f
1-1000*2
-
- cook
-¥☒¥•⇐
f
→
CH} -
o
"
C -
C -112 - Cltz -
GH -
CHZ -
cook 1-
Coz -1110
.
11
÷
61+3
CH3COCHzCHzCH( CHZCOOH
) COCH 3 .
"
larkonikoff rule
part ( electrophile)
In
✓
unsymmetrical
an
,
+ ve
of
bonded
unsymmetrical reagent goes
to that double
cavknalim-swheewe.tn are more
hydrogens .
unsymmetrical
HH HBR HI , H2O
reagent : , ,
.
" H
"
3°
c=d HI
-
HE /
Unsymmetrical
- -
alkene = e = ,
'
H
'
H / \H
µ
but 1- ene
propene
-
.
Hz " "
=j
-
c.
' '
It
Hzc
2-
methyl propene .
Example 4 it
> Cltz CH - CH 2
major
product
-
2- chloro
propane
GHZCH = Cltz + HCl
it Y
CH 3 - CH - CH z minor
product
>
.
Explanation
A +
✓ GHz - CH = CH z - Cltz -
ÉH - GHz
carbocation
primary
.
A. +
✓ Cltz -
CH =
GHz -
l
Hz - CH - THz
secondary primary carbocation is more
carbocation b/c Secondary carbocation .
stable than
of the + ve inductive effect of
two election hence
donating alkyl group .
2- Chloro
propane would be 1h5
major product .
chemistvyofat.com#
attached the side
Jf OH is to chain
of the
group
• i
then called
carbon atom
compound
the class is
,
of
aliphatic alcohol .
0,1-1
Foy
'
.
-
cH3OH .
611-3617204 ,
cH3 - CH -
GHz
methanol ethanol -2-01
prop
an .
• >
of OH
group
is
directly attached to the benzene
ring
then the Glass of compound is called phenol .
-0A
If
:
phenol .
• >
phenol is not an alcohol , b/c phenol is acidic
nNhi1e alcohol are neutral .
alcohols three
:
Aliphatic are
of liypes
• .
1°
H
Ecf
" 1
CHZ OH
y
- -
OH
in
secondary alcohol
compounds contain - -
group
.
2°
Ey 411-3
: -
GHz - C -
OH
I
H
alcohol
Tertiary
•
7
3°
Eg : - 611-3
I N01 : .
lH3 -
C - OH
I
✓ GI
-
OH 2° alcohol .
GHz
"
✓
f 3° alcohol .
✓ 1° alcohol .
•
> all alcohols are soluble in water b/c of H -
bonding .
chain alcohols (
>
long having more carbon atoms ) are less
•
"
"
✓
Strong
( water
hydrophilic character ✓
hydrophobic
strong Character
attracting 9
highly soluble
.
✓
less soluble
.
✓ .
Dehydration of alcohol
H+ CH3CH2ÉHz
+
CH3CH20H + → →
CH> Eltz → c. 1-12=61-12+1-1 .
1-
✓
CH3GH2CH2 OH - CH3CH2ÑH2 → CH-361-1=61-12
.
OH
I
✓ GHz - CH - CH} cH3 -
ÉH - C -113 → GHzCH=CHz
-
✓ GHz - CHZ - GHz -
GHz - OH →
CH3GHzCH2ÉH2 → CH3GHzCH=CHz .
OH
✓ GHz -
IH -
GHz -111-3 - GHz -
ÉH - GHz -61+3
"
+
CH2=CHCH2lH3 GH3CH=CHCH3
but - 1- ene but - z - ene .
01-13 (
1+3
I 1 iH3
✓ GHz -
C - OH
→ Cltz - C+ - CH3 - C = CH
l l
methyl propane
2-
GHz
.
GHz
hot cone .
"
→
^^noq .
cH3 -
É -
CH -3 1- coz + H2O .
EI
✓
HO Hzl +
,
CHZOH 1-1011-20 CHZ
, , /
, , no v. ✗ n
→ \ .
/
1-101-120 \GHzOH HOHE
/ \
64204
OH
I
CH3 - CH - C -112 -
CHZ - CH 3
Penton -2 -01 .
1.
+
I
☒ *
CH3GH=CHCH2CH3
lit 2=61+61+211+2643
pent - 2- ene .
1- ene
pent
-
.
I 1
greatest alkenes
.
noof -
trans
pent - 2- ene .
cis
pent
- 2- ene
Reaction ethanol Misty
of .
fumes misty
CH3CH2C1 + HII +5oz fumes .
Test
for alcohol .
Sodium elñoxide r2
of
%
q
☒
"
gp×uÑ ""
"
%, g
§ µ "
"
61-1311-120 + H2O
'µµ.H2b°
"
" Chloroelñane
°
" esesy o puts heat
Caz
"
% " % n
GHz GHz
.
+3600A
- c - O - -
All
2
heap
'
Conc -1s
elh-ylelh-anoa.li
,
( 11-2504
catalyst,
.
241-3-611-20 "
" I0Ñ CHI , HaoJNÉ
.HZb° "
> +
'
& +
" iodoform
gone
,zjc
-
§ %
"
" yellow ppt .
41A
,
DÑ
%%×
,
H2O +
CH2= Cltz O
ethene .
L
N
a heap
u
HOD +
lHzCH2OD '
r ne CHZCOOH
elh-anoioacid.GHzlHOCH3GDOH-flu-CH3.CI
purple "
-10
ethanol
to
colorless
acid distill the
.
elñanoii
compound
"
orangetogreen .
Mechanism with HCl
dative bond
electron deficient
Hydrogen im
,
as a result
2,8-1
bH3 - GHz - O -
H + H
our-
Gl
-
cH3GH2
r
-
¥-1
th
-
H + ci
SN reaction
hi
.
pulls carbon y
oxygen from and
electrons
product
Clt 3611-261 + 11-20 .
that
formed
- .
so
is
water
Test alcohols
for
primary alcohol -
aldehyde .
-
CHZOH →
- CHO
EY
:
-
OH OH
I
Cha -
kHz -
H -
?
1
C -
?
Il
-
H
ethane dial
Secondary alcohol →
Ketone .
"
i
- bit -
- -
! -
Eof
OH
:- o
l
11
GHz - GH - GHz -
C-113 - G -
CH 3 .
Eof 5-7=0
:- → it -
alcohol reaction
Tertiary
no .
-
They
do not have
Hydrogen ,
so
they
can't oxidised .
iodoform list
Iz
]
a)
reagent
=
alkaline
aq
. iodine .
b) NaOH
condition =
heat .
Oxidation
type of reaction = .
observation
Yellow ppt
= • > .
• >
antiseptic smell .
alcohol
primary .
only
ethanol
gives
+ ve test
of iodoform .
Cttz CHZOH -
CHI } + HCOOH
yellow ppt
tri it do methane
µcooµ + NaOH → H2O + HCOJÑA
OH
secondary alcohol .
gf cuz -
a'*
group present
is
,
then it built
list
give
+ ve
of iodoform
.
Fay :-
611-3 -
pH
GH - GHz - GHI } + CH3 COOH
fellow ppt .
pH
¥
: -
GHz -
1H -
GHz -
GHz y
GH I3 -1
GHz GHz COOH
fellow
ppt .
GHICA -4+2-4+3
Foy
:- 61-13 -
no reaction
-
.
alcohol
Tertiary duels the absence
of hydrogen
can not oxidised .
lucas list
lucas Ln /
reagent
= conc .
Hot .
alcohol cloudiness
appear after long line
primary
= a .
cloudiness
Tertiary
alcohol =
appears immediately .
NOTF-elh-anot.is weaker acid than water .
Eof
: -
8-
Cltz - CHz→O -
H ✗
Is Hzo
electron
• >
alkyl group
is
donating group
inductive
.
This
alkylelectrons effect
has
group
→ + ve .
neiebiihib the
• >
Why oxygen ,
cannot
pull
electrons
of hydrogen ,
• i thus ionisation
of hydrogen is
gonna
be
difficult .
halide
Chemistry of alkyl
• >
If halogen C- × ) is attached to the side chain
Bv
Ff
"
CH 341 ,
CH 301-1261
,
GHz -
IH - C -113
• >
of halogen is
directly
class
attached to the benzene
ring
,
then the
of compound
'
is called
aromatic halide aryl halide
alkyl
or .
F
-
↳ Hit
>
Aliphatic alkyl halides reactive
•
are more
than aromatic
alkyl halide
b/c C- ✗ bond is
polar .
bond is not
polar .
Eof :
FOI
-
-
it + NaOH →
☒ - a +
Agat Oz →
city -4 + NAOH →
halides three
•
>
aliphatic alkyl are
of different types .
halide
a)
primary alkyl
10
:
of
-
it b) halide
Hzc -
c - ✗ Secondary alkyl
2°
It !
egg
-
41+3
111-3 -
C - X
halide !
Tertiary alkyl
c)
3°
✗ = Cl ,
Brr, I .
egg
:-
41+3
Gt3 -
g
-
✗ Eof "
Ej
"
2°
GHz 2° , 3°
,
halides
>
reactivity of alkyl
•
.
bond
length
•
> c- ✗
GHz f. HZCI
.
R -
Gl C- Cl
CHzCHzBr R - Br C - Br
•
> orbitals do not overlap ed to
the maximum extent
bH3CH2I R I c- I
.
-
>
heactivilyinereases
•
.
R - F ( R - Cl ( R -
Br 1- R -
I
increasing
order
of reactivity .
halides
→ Test
for alkyl
.
alkyl
.
of silver nitrate
R -
Ci While
ppt laetrile ppt dissolve
appear . and a colorless Sohn .
is observed .
appear
.
insoluble
Yellow ppt
.
R I
.
appear:
quickest
ppt formed
"
halide
undergoes two different bytes
alkyl
• >
of reaction .
a) elimination reaction .
↳
also called
ofltx
"
removal ,
dehydro halogenation
"
✗ ✗
Uni molecular
bimolecular
nucleophilic substitution
nucleophilic
reaction
Substitution reaction
.
( SM )
.
rxn
)
( stearin
,
a) elimination reaction
reagents czH50H
/ sodium hydroxideof
ethanol :c Solution
= a>
b) NaOH -
.
Equation :
condition :
.
nucleophile =
-3611-25/621-155
CH
product :
Alkene .
"
ÉJ :
( H2
-
-
Uta - G1
✓ Ot
- Cz 1+501+-1 NaCl +
GH=CH2
ethene
It
.
g
621150
÷
( is
Eof :-P
( H2 -
CH -111-3
P
→ C. 21750A 1- NAGI + GHz = CH -
CH 3
128-1 or
It
< CH = CH 2
Hz
g
-
propene
.
( 2h50
?⃝
Eg :- B
611-3
p GHz
GHz -46+-1%4 → 6211-504 + Ma Br -1 GHz - C =
GHz
P
iii. *
G
C 2h50
o
Ef
-
BE
:-
BY
1 p p [ Is
8+111-2 -
CH -
is "
F- ✗ can solution
1211-50 12h50 einauohio "
is
used
Ig :
¥5
/ TV - czltsolt +
Nau +
1%-50 cyclohexane .
Eg
g-
:
p its
GH -411-11+2 -
GHz cH3 - CH
_qqH - 61+3
Era "
H S
↳ H5% 1245 -0
+
2
GHz - CH __ CH -
Gt3
CH -2=61+-11+2 - CH -3
b) bimolecular nucleophilic substitution rxn
⇐ Nz)
likes
place halide
primary alkyl
• > in .
•
> two molecules are involved in this reaction ,
hence
called SN z r ✗n .
It is reaction
> a one
step
• .
takes
place Simultaneously .
• >
graph of one
hump is obtained .
be
stronger
than
>
the
leaving group ( halide ion )
(NH 3 , H2O, CÑ Ott , ,
12h50 )
to minimise the electronic
>
repulsion nucleophile
•
,
side
always react
from the
opposite of partial ,
carbon
positive .
transition state
>
pentavalent is
formed
•
.
i
:&
:-
4µg/ |
H
H "
H
\
BE -
, , ,, , , c
y
,, , , , ,
By Bj +
↳ ago,
U
OH substrate ±
pentavalent
Nucleophile bond state
bond
shortening
^
e
qengthening
n .
e
r
g.mg ,µzB , rate
g
+ • >
of rxn
the
ftp.j?...,
, ,,, ,µzgµ , g, depends on
substrate .
?⃝
Uni molecular
nucleophilic substitution Rxn .
( HD
takes halide
•
>
place in
tertiary alkyl .
It Kuo reaction
> is a
step
• .
° >
graph of lino
bumps is obtained .
carbocation and
•
,
tertiary is
formed it will serve
as an intermediate .
is slow
>
of
rate reaction .
f Bv
-
+ NaOH - GHz -
I -
OH + NaBr .
I
61+3 GHz
2- bromo 2-
methyl-2-01
2-
methyl propane.
propan
.
Mechanism
i'+3
( slow slip )
"
01+3-8+-134 Bi +
H§\gyGH3
IU ,
"
.
h
m
a) ( fast slip ) e
"
g
zb Gt3
? +
,
/
41-13 Y
[]
r
Cltz
q
OH
y
-
.
- -
>
OH GHz Rxn
E. F.
-
progress .
50% 50%
oy . 1- D , -
1- isomers are
formed .
mixture or
equi molar mixture .
hybridise d.
'
is
sp
only depends
rate the cone
• >
of vxn on
of
.
1) CC / q + oit → .
iii-c-fi.io?i
- -
:c
.
! :
surrounded lone it
chlorine by pair
so
is ,
01
2) lltllz +
o-H-n.ci + it -
&once -
i
'
C. I -
C -
H + OTT -
:
I
3) -43
SN z V ✗ N -
dt-iid-soii.TV
CH} -
lH3
alkyl groups are
bulkygroups they
,
1min not
both
Secondary alkyl halide
undergoes
-
4) saz
and 5N , .
substitution :
Nucleophilic reaction
propanoio
acid ethanol
g§r
.
.
CHzGHz0H HGI
Hlllaq , + +
dilute
heat
¥jTÉ
-
o till i
r
"
dilute H2s°
n
§
O '
O WO
E
solvent
cyano ethane
61-1361-126^1 <
KCN / c. 21-1501-1
CHZCHZCI
nitrile reflux %
propane sty uprxn
> §
.
,
sea?¥s
;iÉ:&µÉ
or
E-
Mole s¥%,
S
I
§ ,
"
¥ ! É&
In
"
%:
v
6 .HzGHzNHz + HGI
lH3CHzGHzNHz
GHz
CH2
aminoeinane
=
amino
propane
.
ethene
Mechanism Keith ammonia .
s+ -
H
UH 3GHz - CI
H
[ GHz
GHZNHZ
CH 3 GHz -
-
HCl -1
>
"
ii. 1+3
its + ve
change .
?⃝
chemistry of carbonyl compounds
If CHO is attached to the tide chain
group
• >
called
of carbon atom ,
then it is
aliphatic
aldehyde
:-
except methanol ( Homo)
it % H
:
y
- -
CH 3 -
C - H C Hzcltz CHO
,
ethanol
propanol .
• >
Ifthin CHO
group
is
directly attached to the benzene
ring
class
compound called aromatic
aldehyde
is
the of .
H ☒-01+0
"
benzaldehyde .
attached
• i
If -
co -
group
is to the side chain
of carbon
atom , then the class of compound is called
ketone
aliphatic .
" %
Cltz -
C - GHz
propanone .
GHz -
É -
GHz -
CH3 butanone .
to
directly
Ibi
>
If co
groupthen
is attached
•
- -
benzene -
ring .
the class
of compound is
!
"
"
5¥ Accelñphenone
:
eg
-
- ca,
•
>
aldehyde and ketone are also called
carbonyl comp
.
b/c of the
presence of carbonyl group .
I 0
GHz -
C -
H e Hz -
% - UH }
ein-arx.pro/panone
carbonyl
group
.
•
>
aldehyde and ketone exist in
four different
types of reactions .
addition reaction
a)
nucleophilic .
b) reduction .
c) Oxidation .
d) Condensation .
a)
Nucleophilic addition reaction .
Aldehyde
reagents
: a) citzcito ethanol .
b) HCN ( vieeakoacid )
condition : ✓ heat -
Solution .
]
-
-
.
the same
CN carbon
structure
of product
.
=
↳
GHz H
Y
- -
OH
Equation .
CH3GHO + HCN
¥ > GH3GH(OH )CN
E-
hydroxy propane nitrile .
Mechanism :-
1) Nacht
_
Not +
CÑ .
d-
[ is
2)
CH3-%ff-tt.CN -
C -113 -
y
H
-
CN
intermediate
recharge
• > carries - .
•
> a new c- one bond is
formed .
• >
Carbonyl carbon is
planar ,
so EN will react
from
either side of the carbonation ,
this
equi molar
mixture is obtained
cHz_Ñ+→H+_cÑ
g.
.
OH
3) →
in + cH3 -
IH - cm .
u
4) Nat + cÑ - Nacre
ketone
reagents
=
a) CH3coGH3
b) HCN
condition :
✓ heat .
✓
catalyst Nacht
= .
product formed =
cyanohydrin .
pH
CN
of product
EH,
structure -4
-
=
CH 3
Equation É
:
lHz- -
Utz + How "→ 41+3)i( OH)cN .
heat
hydroxy
.
2- methyl 2-
propane nitrite .
Mechanism
1) Nacht
-
moi +
civ .
d-
c- is
2) CH3 -
¥tzÉN -
C -113 - C
,
CH 3
-
CN
intermediate
recharge
° > carries - .
•
> a new c- one bond is
formed .
• >
Carbonyl carbon is
planar ,
so EN will react
from
either side of the carbonation ,
this
equi molar
mixture is obtained .
OH
3) CH , -
cÑ →
in + cars -
I -- cm .
✓
,
ditz 4+3
4) Nat + CI - Nacre
b) condensation reaction :
Aldehyde
H
1) GHz -
=O + It -2N -
MHz - H2O -1 C -113 - d=N - MHz
hydrazine hydrazone .
%
It
2) GHz -
# 0 + 1-1211 - OH -
H2O 1-
CHZ -
D= N -
OH
Z)
It v02
H
1402
( Hz -6=00--1 - NH -
D. NPH
aldehyde .
ketone
61-13
CH3
I
1) CHZ - C = 0 + It -2N -
MHz → H2O -1 C -113 - d=N - MHz
hydrazine hydrazone .
CH3 Cltz
lH3 N°2
Moz
Cttz
3)
CHZ -
✓ =⑥ -1 - NH -
2,4 -
D. NPH
c) Oxidation Reaction .
Aldehyde
oxidation in
s R - COOH
[
"" " " ""
R -
CHO
É→ RcoE
alkaline medium
salt
of carboxylic acid .
R -
CHO + 1-120 →
RCOOH + 21-1+-1 Zé
R CHO
- + 30TH →
Root + zitzo + Zé
1) lntitñ 14268207 / H+ : -
color
before reaction =
orange
.
color reaction
after green
:
.
2-
( 8207 + 14 H+ +
6¢ → 22hr3# + 7h20 .
)
"
2- 3-1
AME .
Oxidised =
aldehyde .
Test
reduced =
Crzoit .
for
type of rxn = redox .
aldehyde .
Totten's NH40H
reagent Agnos
27
g 9
•
•
:
>
mixture
di ammine
of silver
Silver ( I ) ion
nitrate and ammonium
.
hydroxide .
Totten 's
• >
[ Ag(NH3)z]+ reagent
oxidising
.
is a weak
nitrate
> ammonia at Silver
agent
.
• .
2- (
Ag ( MHz )z ] +
¢ →
Ag * 2MHz .
RCHO + 301T →
RCOJ + 211-20 +
2¢
Ans .
Silver
aldehyde will mirror
0 > = rxn occur .
.
Ketone Test
not takes place for
> =
can
•
rxn . -
oxidised :
aldehyde .
aldehyde .
reduced :
Agt ions .
3)
felling reagent
aldehyde
Will takes
= rxn
place .
mixture
>
of Cusoq and sodium
hydroxideblue
•
.
a > In
we
order to
need to add
prevent the
formation of
la-rtaraliio.rs
ppt .
_ofcu(0H)z ,
"
RCHO -1 30ft →
RCOÉ + 21-120-1 ZE
"
RCHO + 2GW -1 501T → RcoE + CMZO + 3h20
:(1) oxide
copper
red
ppt .
4) iodoform reaction
alkaline
aqueous
/ Izcaa ) Izcaq , /bit
reagent
= NaOH or iodine .
condition :
heat .
observation as
yellow ppt
'
b) antiseptic smell .
in
aldehyde ethanol list
of iodoform
only gives
+ ve .
b/c Casco
group
is
present .
%
( Hz -
C - H CHI z * HCOOH
>
fellow ppt-melh-anoica.io .
triiodomelhane
HCOOH + NaOH -
HCOO Ma + H2O
sodium melñanoate .
In ketone is
If cH3co
group present lñgalhér
thin
They will
give
+ ve best
of iodoform
-
.
.
@ Y
%
CH } -
C - GHz -
CHI z t GHz COOH
acid
yellow ppt eihanoio .
.
ay
%
GHz - C -
Cha GHz
-
✗
CHI'S + CH3CHz COOH
ppt.pro/sanoicacidCH3CH2CO0H+NaOH-C1tzCH2C0ONa fellow
+ H2O .
:
• Y CHI - Cltz - b - GHz -
GHz →,
no ✓ ✗ n .
d) reduction reaction .
in
dry ether .
Sodium
live.at
reducing agent :
borohydride .
Habitat
methanol .
in
In
aldehyde
CH } -
É - it + NAB -114 É% cH3CH20H
OR
CHZCHO + 2[ It ] - CH3CH20H
In ketone
OH
%
GHz -
O -
CH} + NaBH4 ÉÑl GHz -
1
CH -
CH}
OR
61+36001-13 + 2[ H ] - CH3CH(OH)EH3
II. Aldol Condensation
OH
t,
| cont .
11-250-4
to
qq.lt#H-Tt-Hzo-c-HzCHO
1)
nucleophile .
8- £
27 Cltz -
-HtÉH2CHO → CH3 -
IH - CHZCHO
?ÉIÉ→¥o§j
OH
3)
GHz
OH-i-CHz-IH-IHZCHO.vn →
?⃝
acid
Chemistry of carboxylic
attached
°
> If oooh
groupthen
is
directly to the
class
benzene
ring ,
the
of compound is
called aromatic
carboxylic acid .
"
the
of called
Carbon atom ,
then the class
of compound is
carboxylic acid
aliphatic except
melñanoic acid ( " °o° " )
%
'
µ -
- OH
Ig %
:
-
GHz - -
OH ,
CH3GHz COOH
I
5¥
og
,
§
I
yogi
23¢ 0
0
Pots
LiA1Hq 11 .
rtp glitz i -
- Ci + All + Poll}
GHz CHZOH < 2CH3 C- OH
dry egger
- -
ethanol
in
elñanoyl
§ chloride
%4a.gg
.
*
" §
µa;÷ñ
e-
÷¥
,
,
?i
I City -
C- Cl +502+11-11
Gt3 O - H
ethanol
-
ethanol ?
i
Chloride
.
211-13 - C- Oma + Hz .
Test for
carboxy ! ! :D
Chemistry of esters
process
called
esterification .
1+2504 .
(catalyst)
Eof :
-
• Y H -
É - OH +
CHZCHZOH x H2O + H -
% - O - GHz - GHz
conc 1+2504
elñylmelhanoale
.
%
OH
• > 11
H - b - OH +
GHZICH -
GHz g H2O + H -
-0-4*1 -
GHz .
GHz
%
• >
GHz -
C - OH +
11+301+201-1 →Hz0 + 61-13 -
É -
O -
GHz -
GHz
eih-yleth-anoa.IE .
o >
6001-1 OH
GHz
I
CH GHz CH3 GHz
1
CHzCHzCH
É
CH CH }
÷
- - - -1 - -
H2O + -
- o - CH - CH }
>
"
GHz
{ 1+3
,T%_ %
• Y
OH
Hoy °\
-
\ I \
,- ,
OH
HO
Y, %
-
lactic acid 0
diaster
or "
cyclic .
"
CGH 804
2-
hydroxy
propanoiuaoid .
hydrolysis of ester
concept
bond ester must
acidic
> e o
of
•
medium
-
in
be broken .
ester of
1-1+11+20
→ co
of will
get
01T
reagents : .
Water to
give
cocoa .
condition : heat .
• > 0
of ester will
get
H
of
product formed :
a)
Carboxylic acid water to
give
OH .
b) Alcohol .
in alkaline medium
011/1+20
reagents
=
condition : heat
> Salt acid
products formed :
a
b)
of carboxylic
Alcohol .
.
:
F o .
:
Cltz - C
8-1
-{É_ CHZ -011-3
( 7 .
8- 8-1
HO - H
↳ !
?
Cltz -
É - OH -1 GHz CHZOH CH} -
2
C- OH 1- CH3CHz0H
*
+
eeiwanoalei Oi,
ion .
↳
y
of +
lH3CH20H
GHz COOH + 01-1301+204
salt
of
acid
carboxylic .
:'
µ 1h3
1
city
% ,
+ +
c =D
°
-
CHÉ
bH3
✗
| H+ / H2O
heat .
-
1°
"
-
on 1 !
0=4 +
Ho
-
GHz - C - OH
OH
polymerisation
molecules combined
large
then
lo-gaih-e.rs
• > When small
molecules are formed This is called
process
.
polymerisation .
molecules
large polymers
• > are called .
• >
polymerisation are
of batolypes .
a) Addition
b) condensation .
Addition
polymerisation .
takes in alkenes
• >
place .
loss
> no
of mass
•
.
• >
polymers are non -
hydrolyse or
decompose .
? 120°
>
Sp
•
a)
poly ethene . > Shorter bond
length
bond
strong
→ .
; It
monomer = ethene .
Structure =L : a
1- '
H
H
it
H
it
structure
:-[ ¥÷-Yµ_÷¥ .
conditions -
-
}
109.5° alkane
✓
high limp .
Sp
•
>
high
, ,
bond
✓
pressure .
→
higher lengthbond catalyst Zeigler Natta
✓ -
-
covalent
-
° > KleaKer .
catalyst
.
Ticlq +421+51,1+1
low
density polyelñene = LDPE .
use =
making of polyelñene bags .
b)
poly propene
GHz H
monomer =
propene
. Structure :
&=iIt
It
;-)
it
structure -
i '
i
combustion
1 ,µ-
'
a
CO2 and H2O
product
=
.
.
making of
use =
chair
a) plastic .
bottle
b) plastic .
window
c) aeroplane .
1) unaffected by enzyme .
2) insoluble in heater .
01
long life .
chloride
c)
polyvinyl
It It
monomer : chloro ethene I 1
or structure -
-
e=c
I 1
chloride
vinyl . it 01
4¥
H H
structure it
,µ_o
±
,
-
÷ ,
-
i
.
combustion
product
-
-
002,1+20,1+4 -
used
making of
the Pvc
use : in
pipes .
(PTFE )
d)
polyle-lra-flouroelh-e.me "
or
"
Teflon F f
e' =D
monomer :
telrñflouroelñene .
Structure :
¥
F-
F F F F
:-[ I :-&,¥
structure i i
product
-
combustion
-
.
-
-
É
- .
use :
¥ ¥"£
GHz A
1) CH } - É=cHz -
d -
d
I 1 ,
" c.
4+3
2) It H It It
fc-c-o-o.tn
GHz - CH = CH -
GHz 1 I 1 I
I 1 I
.
molecules
•
f organic
.
In has to be
• IR
spectrum ,
% transmittance on
y-axis .
and nearer no .
has to be on n - axis .
the
> wave is
reciprocal of wavelength
°
no .
.
of light passing
the
→ i. transmittance is amount
through
the sample .
form of
of spectrum always
peaks in the
appear
• >
trough .
vibration
• > each
trough has specific
covalent bond .
mode
of of
has two mode
molecule
different of
organic
• >
vibration .
mode vibration
of .
1-
stretching
>
Bending
✗ ~
× ✗
Eoin
×
symmetric asymmetric
stretching stretching
"
"
.
these vibrations are IR active
0 >