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Holo olkanej and Hol ohene)
khalida (Haleolkona) R-x
alsda C Haloonen) O
A r
lakCatim:
m tha b a
ig No. Halsgen okony
C2Hsx
CHLX
CHX CHX
momo halo a l k a
Diholoal kona
Tri halo alkana
m e n o h a l o a n e n a 2
Di halo o n a
T i halocA
C o m poun dg ctainin SPC-x bmd x=F,ca,G)
Alke halzda () Haloalkonz (R-x):
R"
R"
R --X
H
prtmorC)
Secndan (2) Tettoty )
Alle halsds
o k e canbon
C=C
H = cH-C- x
CHaCH-CH2-X
C R CH, R" =
H 2 °
Benae hal:da
R - R " -CH 3 °
C beayc Gabm
(p) R CH, R"= H2
CHX R R" CH 3
C
bmd
compoundg ckainin SP
pC-x T Ped olk
Vinylie hal de
O-C methy CHc HLCH, CHCH n-petl
C = c - vinyie Carban
Sp)
- cHLCH2 Eth CH
CH- cH- CH,-CH2
ISo pet
H2 C = CH-x
C H - C H h - C H h -
n-pro P
A v
Arl halide
CH- cH2
CH
NeRpet
cH-H -CH, TSoprop
@CH3-CHh-CH-CH 1-Bll cH-H-
CH)-CH,-tH, 2° pety
8 cH-Ch
C H - C H - C H 2 - C H ,
2
2° 8
CH
C H - C H - C H 2
3 pet
cH
Tss bulyd
0
phemy
phenyC-CcM)
Nomen cla e
HC
alkl kala da
Halo alkora
cH Bena
* Commm nam
CCgH CH-)
nome
CU PAC
NOTE
O - , m - ,
P- (sYtho mela, pona c
OH NHL cH3
Commm SkM
T CUPAC
ben3en phens
Aniliha To luena
Anussle
T w o
kaloges
atom pYe M
Soma Cehbom aom_
COH
CONH2 CocR
CHO
G e m n a
kalsda
Calkylidans haltda) gem- d hal;ds)
CH,
CH cl
Il-Di
chlaNoethona
Ethlade chlêi)9
Ben3amtda
Ben chl&sde
Benaoldehyda
Benotc aid
CH20H
co CH
halogen oomy ana pYeMet gM the adjoce
CoNbM
Dipheny Benayl alcoh)
Too
ActD
phenms
Bena0phencna
otom
vi
n a halle (olkylanndihal:la) (vic-dihal:da)
COONaA
Soc
c
rh-CH
I2-Dickloo ethons Bensen dioNaium
Sodium beoot
Ethyle di cWard
Ben3enSlphm cld:da
ehlduda
cOocH
H ing begs veagi)
methy ben2oae
stru lune
TU PA C
G m e
C o m m O Y a m e
I-BromO PIOPma
CH, CH2CH>BY
- Prop
bvomi
da
,cH
2- o r o popona
CH
CH CB) CH,
Iso
propy
bromi
e
- f l n r obuena -Bfomo-3-meth pet -2- ena
C
sEe
MAIN- 2014
CHCHCHchF
n - B t l fuore L
H
2 - chloo bulone
- 8
o m o b u t - 2 - e n g
CHcHCH Cce) CH
S e c - 8 u t c h l d k o l a
CkcET-2ol6)
pYapna
-chlero-2-matXp
I s o b t c h l & r i
2 -
chlao -3-methd petone
CH)CH CHCR
-cklrio -q-eth
C y l o h e a n a
CH
-
CH cH2- CH
apo cH
CHs)C 8
Text-
But
b r o m s
da
2 - E í o m o
- 2 - m e t n
a S
-chlaro-2,2- dimethy) u-tet - 3lk
-3-iode heptona
C C ) , c C H 2
CR
N e o p e t c h l o k d e
p Y o p a a
cH-CH2- kH-CH é-cH,-,
c h l e r o e t h e n r
CH=CH CL
Viny chlotda
C-cH
3 - S 7 o m o o p e n a
CH2CH-cH283Y
A bYoms da
P-Bromo c h obenzna
D i c h l o methona
CHLC
m e
thylene
chlou
de
c B r
T
I - B r o m o
-
Y
-
c k r o
but - 2 - y n a
T Y i c h l f o m e t h o n e
(cc)Ccl
CHC
c h l a v o t m
chlto phen
neth o a
I I l 2 , 3 , 3
,1-heptacklrio
-2-
C t r i c k k a v o m e t h y )
propon
B e n a c l d i d e
c
m-Di bromo
bengene I,3-
Dibromo
bensen
2 - C 2 - c h l r a p h e n y ) - ( -i o d o o d l a n e
C H -CH-CH-CH -cH-CH2-CH,
I -CR
- B r o m o - 4-Sec
B u t - 2 - m e t h y l
benzene
CH,
C H C H - C H - C H
CH
CH
-CH=
C H - C.
Bromo -3-meth pet-2-
p r e p o n a t k m
ene
O Fo
Alco
hoy:
Pc
c l t CH =
4 - B i o t o
-y-me th¥
p e n - 2 - e n
cH
= CH 3 s C +
H,PO
y
CH- H-CH2- cH- CH
3 C2HsoH+
2-Bromo--chloo pelone
CHsOHt Pcls CaHsc+ Poclt HC
3 - 3o m o - 2 - m e t h p Y o p - | - e n e
C2Hs
oH + Socl, CaHs + So (3)+ HcC93)
Find ot ype
halidi
p Y e p o a f R m
R-X Soc te bat method .
Ch- Bensyke al:e
AlL,teAll,ke kalshe
ecapale 9a
B e C a A
H e n Y e a d i 9 A v e P
alky kalda .
C * vinyle kalaa
Re d PlK2 G4r x
Pyt 657, PB
C2HoH
Cx= B12, T)
Notse C-x bmd
dapee
moment
CA) 2xY C2Hs© + HcR C9)
Mky. Znclz
24l+ Ho Groves proc
chaige
H C$) AIPMT-20S
Y d ten
sepodalan
bend )
Rosn + o
30
ane
Debye = 3.33 x10 C. m
O H H Ccono)
h a n C C o u e m b
&m = mea k Luca3 t
Luca eageA CGnC-H+ nkyd. Zncl Cegimod)
CH-
> CHs-E > Ck-67
C H - I M didinguish î, 2° alCohos.
I.84D
.83oD
.636D
I.86D
Tncl -CH2- +Ho
R- CH26H + HC
C-c bmd engh qtanHon C-F bomd eh
CI3 P)
nsolmbl
Fsd tunbidt
Reo n
CIE8 P) R-oH fs tnbi dit n upm heaiing
CH,C > Chc> CHd,> ccd
tunbidat in ounuty
|-62D
|.86 D
foim
tunbidt immediataly
.03 D
- o H
C Reatavi tz I ALCahol c 2° tLCohol 3' AlCoho
CH CHObH
(CH),
CH oH CH),C-oH
from HydoCanlaos:
R) Fro keneg:
From alkone
AMa
kavrikov's
ruda
CHy + C,
h () , CH,CC
t+
HCe
ad ditig reatig
E l e e t y a p h i l u c
CH
.cH cH,+CH,CH CH,cI
C H C H C H ,
+ cl,
. v .
light
(ov)
heat
cl
Cnim
R e a V i t y :
HT> HBY>Ha
ma jo)
CH
CH
= CH2 + HB
CHy CH- CH
-Bio mo pro poma
Y C a c i v i t y :
3 c - H 2 °
c-H
> r c - H
Free
r a d i
Cal
Substi
t t a m
v e a t i m .
C H - C H 2 - C H =
cH + HC CH -CH2-
HCH,
(2- Bromo propna
A i &n2yic Substiua
hs
(o)A (sode), CH-CH =
CH +
H
cH C = CH-cH t Hcl CH--CH -cH
CH-CH=
CH2
t c
3 - c h l o propene)
-omabn 2- btne)
C2-chlasro-matr} btra)
t HeR
c H a - 6 Y t H c R
C H
+ H G x
B e m a b v o m i d a )
CH2- C=CH
cH
CH-CHcH2 +NBS h
HL
( 3 - b r o m o p r o p e m a
N 3 S
C H 2 - B Y
Ant- mankoyrikov xds :
pejo t da | k
h a n e l c h
e t k t
NBS
CH -
(N-Bromo
Su
C C i r i mide)
Frez adiCal
addttom t e a t n
Ch
H Br i
p r l n a o p e J I i d e
CsHyco),)
hei
* B
poiC cH:
-
CHh-Ch-5Y
CH-CA
= CH2t
HBY
-8omo propna)
CHCH &'2,heat ) cHCH
CHy-Ch-CH= CH+ HCY
CH CH CHcH
o
-somo buone
LOTCH = CH2 HBY.
Ch CH-CH-BY
Addun B
Sond mee readto
datecton
alousle bond
c d B r d n p p e a r y .
Be3enl di azorium chlafida
R e d d i s h b r o w n
BY
c
Cud Hc +
CH=ct +BN2
2- Di b%
moethonx)
clo ben30)
Y
Cu8 |HBY
Halo qen
e c h e n e y e a t m :
+
(Giomo bensene)
Swat e a i
R-F Giota monm Y eati):
metalkc f l a s u e Cu Hc
Cx =
ci,, I)
LAgF, H , CoFa,sb5
CaHF Azd
FLuo ethona)
CHs+ AgF
CuHd
+
B o l a
SchiMOMm Y e a U M
Fimkel sten eadim
aCa
R - t
+
Nax
heak
N a t
R-x
+ B 5 +
1
aA kodsda)
a(akna
C2HI+ NaU
C2 Hs CA +
NaL
N + k C
Elh
etropkdie
Substthtoy:
nhyd. Fe d
Todo ben3en)
+ C
[ot H Huns diecka) Yeat
Ccirobeat
Sive salt ConbgeeOtd+ BV
alk bromi da
Fels
CH
CH
Re flux
Anhyd
Ccy
BY
CHCH,CooA t
ck CH G Cot AS BY
o-Biomo Toluen (p-krvarmotsluen
efl (Bioto e thene)
Gnai
S i o p a m o a )
Lewi
oCdj - Alcl, Fecl3, FeBr,
.coo B1
cc Refx
(Bomo benena)
(Silven ben joota)
Bin boum
m - 0 n :
Y e a d i n
:
ccly RT
D e n t :
Silve salt
anbacate
a t d t I R e f l a
enut oNo Caby
c H
CoocH
+ C o t 2 Agi
cc
Reflut
2CH,
Coo
A * T2
la hakoga otomy
si ven acetat)
m e t h y a c e t t a )
A P dichno benzev has hkigha mlting poid
*Diaa ttn
n d
seubil ben
o-
NaN t+2 H
NH
+
Nacl + 2Ho
O- & m - s0may
Grive Yelm.
c
( B e n a e n
di
ajmum
chldula)
Anikne
o-dickerobenaen
m- dschlrroloensen
P-dechlrio benzpa
Boiung
poid
halo
alkaney
P - i S O m a n
moYe
SmmettCal thaa o then wo omev.
blu lk
haledsy
mofe dleal pocked adAGmaRm
moleClaj
So it has
F r C a a t t a e t o n
C Y y t a l a t t r a .
dipele
-d*pole
f a s a
V n d a a a d s
fn Gy
Alk haleday ona imm iS C bl2 t i t h wal. Cive Yeasm
7 B o i l i n g
poird
No.o
Caby
w o t n m e a a l
ona hea aogaha Hdugen bmd .
N halsgay
It
S i u t halaga Becaw
i n R N O t
euwern Ho molealas a s
iteocta
betseen Rx & Hho nole cli and
No.
bYan chy
Rx &&x
mole ay.
Halo alkoney diydve m sEic
Soledg. Giv yesßan
Boi ng poind
a Vonde)waal
Arej Slala anea
mole cle Ne
e ) moleala)
attoctim bets een hals alko-nay a
O
CHF<CH, Cl CH BY2
CH,L
Sole
moleal o Sama strenath ag te fre
beng
roken in
t Sepaalk halesl konea
CH, c CH C CHcG cc
CHBY<
CHy CH28T CH, CH2 CH28Y
Salved moleCley.
)cH ct2ChcHY>CH-CH-CH)CH CHz -C-cH
CH CHCH2B > CH; -CH- CH,
YThe
depelemormed
chlovo
ben3ens
L o w e
tham
chem Ca propeaUhy
Cydshe{
chdide. Give Yesl
SCme negakadhe)
sp?
ClesE
Henolkon
C
s - v e
chayo
s p
mave E.
Rea o n
ONudao
philc Substtuion
Canbo
chloNo
beNS
m r e
E M m o t i m Y2adimy
S p hybri dscd
t h a n sp3
h y b i d u d
Casb
in
- c R
Readin itn metaly
e l e c i m e s i v e
bmd m (-d
is le than
So, polaUty
C - d
ti eadiy
O Nu
l e o p h i l i c
S u b s t t u t
C-CL
bomd
in c N u c l a o p k i i a
= posttve cethe
a t a d n a spe
Gy
Amma
t e
i s o m t c
alkonaj
qmolLCula
A r i m l a CsH
OH NH
CN, OR
t a k
m photo
chlmt Cad
Hao, NH RNH
R-X + Nu®.
Jaaophdl
chleunatm eld
R - N u t
S t n g mmo chlride
leaving o
T h i a
O m i c
m m o chlõrd Readiv:y R-F R-cl
R- R-T
Foust
isOmeu
momo chltdy. ReosM
de Ceak in bmd diy o
katm enengy
chs
C-CHs a
N e o p e t m a
CHs B + koH (a) >
Ethanol
CHsB + NaoH (a4)
- peone
c-CH -C4-C4-C
C2HsoH +Na Br
CaHs
B +AOH(a2)
MOist Ag,o atsoH + AgBY
Isopeina
cH-t-ch-CHs
CHs- -
Cadr t2
Ag BT
C b
Dieth etha)
4s-O- CHs +
C2 HoNa NaB
Lam Son Sytheis) Ethaxy ethona)
C2Hs c
+kcCN CHs CN + <cR
(E
thyy anid)
2 H s + NacCN
H s CN t Nacl
propone nitvile
CaHs cRt
Ag CN CHNC Agc
(El iso cjonida) CE nyl Caabylansw)
C2HsY+
g H s - O N O
+ K B
Ethnylnitvte)
oookanes reat uitn kCN
a k
GHsB
Agno2
CaHs-NO2 t Ag6
alkyl cani
H
aKana Yeat ith AgCN
NttYo e thame)
ofm olk is o Cyanide
Rea :
c
i
gYa ama Ave CN i g in solJim.
C2H N
E t h a n a m n e )
SinCa C~c bmd stY n qA tan C- N bme
+HBY
GH), NH
e otto-tk kay plala mainlthough c otam.
C2Hs BY + HrlH
(N-
ethyl
e t h a m a m i
ni)
C24s + kcN
CaHs-CN + kC
+ HBY
CH
CHs-~cH
A3C
Covala and tsoq y frez to dona
( N , N - D i m e
t h í e t h a n a m i n e )
fssng
o Cyani de -
elactM poin
CHs C* AyCN
sNC+ A
2 Hs =c-cH2 +
NaBY
C2Hs
cR +
N a C = C - C H ; >
Hako
alkone
e e d s t h k No2 to Aim aka). nitr:te
e t - 2 - 9 n )
tokoalkoma
eeds wi Ag0
o f d m n i t t o
alkons.
C2Hs B t CH CooA
CH Co GHs + A Rees
1
E t d e t e n o a t )
. k n 2
iGN
OMd avey N m (-6-N= m soluton.
Ambi da
Nadeophile :
Nude phika
wkieh ha
tso d 6rs
dma ou
S2Hs B +
k - o - N = o C24-O-N =o+ kGo
g ,it C@n
otke.ck
thYough
ma doman ahimn, A a
Compound . So, m niroga)
c o v a l e
E CN
elecn pain
v a l a s l e fay bmd natin,
R-CN
R - N C
A-0 N =
o C2Hs-NO2 t Agd
2
R-NO2 & R-NOD
S N ' Reactiav:
N Yeatim
N u d e o p h i l i c
Su
b s t t i m
v e a d i m
Unimo le c u l a
nudeophidic substtutim reaim
Bimole ula
f i Y s t v
dn Yeac&m.
Secma rdar reatinm.
ate R J
Rote
k [R) [N
pYo Ceed in
2S+psS
Reaum PYo cead
iM Ma Step.
intyme
diata
h madiola foimeed
Canbo Catim y
NO
S u b s h a t
mvo
Racemis
atn occ
opicalacteve
substata
invee
If
LnvM n
L o p i a l y a t m
Cen bo
Catm.
C o m p o u m d C C N .
Rat a
s t a b i l c t ,
er CanboCatäm. T t i t a v e d
stYnnudeo
phile ond
7 T t
fav Ged by
w e a k
Nucles phile
Ond
pda
apytic
Soven DMS, DMF, DMSO)
pel
Protic
s o y e n t C 420, CHz
CooH,
Ca HsoH)
Reaaviy
Yda R-L> R-B>R-CR>R-F
R- - BY R-CA > R-F CH-x >
TR-x>
2°R-x
>
3°k-x
3 R-X >2°R-X
7 K X
> CH3X
CH3
Rot Yeatiom
H,C B Y t NasH(02)
Hc-oH
+
c -
O H + N a B 3 Y
Steuc hindyon
around
elechophiuc
CH-C + NaoH () CH3-OH
(Teioy
bl alcaho)
+Na
Tetiany a u t somida)
neth cklaudi)
onethy alcohsl)
MechaNism
me chamis m:
I m i s a l i m
ft-butA
b o m i i a ko kdon
t t - b t ( Cabocat
otkack the
Canbm atom rom te oppos:te Si de to C
CHs
HC- BY
slo
+ B
T h
ffmatir)
C-oH
an& the leavage V
C- bm d
6H
atack3 budA
Cabsation to frtm 3 but lcaho.
tky plaCa S
i m u l k e v m e r l
inal c get
datache.dd t qive methy alcohe
fo
CH
HC C-oH
H
H
HO-é-H + ca
OH+ H-é-cR
H
cH
HOCCL
H H
meth alG ho)
me thy chl&ide)
Reaivi ty oy de m
N
o n d s N
Y e a i n y
iomeyM
opli Cal
KaJte
v e a d i m
(s)
stobibty
C a n b o c o m
Lacutkich net SupimpoSaba
A n o l a c l a
i t
aromdelectoophst.
m Y Y image Calad chia mol cle
Rata Y e a s t i m (sN)
s t e u c
h n d Y a n
e
a Y o m d
T pYop
*nm-Supehinpda bilg aa stvusw
CS' & SN)
Ineag called chinalta
> N B Y Gcl Csndas
CH
ehina
- o l Cn
Yotata plena poaliud g*CPPL)
CHs T> GHsB
Colle
apLCO adive
csmpoun.
CH ChCHh8
Cs)
C B Y >
C H - C H - C h - C H ,
>
CH-
H - C H - 8 Y >
CH optia Give Compound
aevoYotatny (a) (a) )
HCH9
C H - C h - ¢ -
CH;
CH-CH,
- d - c H 2 - c H >
C H ; C h . C t C H ,
dextwo
Yotat ( (n C+)
Rotote
PPL
to the Right
Cclockwise dsvetton)
Rotat
PPL
te
left
C o t clockoise divection)
SN O <
CH) c CcH)C;Ar)BY
>(Cs*CH CHr)6Y >lCc)
cH(¢H)BY>
CHs CH2BY CS«e)
c m d i t i n s
t sho optial astvi
O
Compound
should
h a e
c h i a l
Canbm,
Com
pond Shld
m o t h e v e
plen
ymme
C)
C o m p o n d
s h o u d
o e
M M - S p a j i m p a s a
mYoYimase.
Th
Carbon cksch
bmdad to 4 ds 6Gea*
atony9oups
6
called
chinal CobGdymneYi
C a b m s t a e s
cetia
o
NH
C H - coot
H
CAlanan)
S : > > 0
coH
Lacte o.lid)
Cchino molac.ley
j o m e y
which
a e
n m -
Supe
( m p e A a b k
EnakOM eY
RaCamulaltion OCCg
C a l e d
n SN ea M. Gie Yeafm
m u Y Y Y
imagey
c - Br
CHs
) L a k c a a
Ct) Latic a d
cooH
C
C H
H e ernonttumy (Sa7, O+So7.
CH OH
m equ
molay ni r
Hp
oH
H w
C a l l a d
R a a i c
m i x t
(dl ) E))
9
( ) -
L a t k c
a G d
(v)
d l - L a d k c
a c d
otkack
Cabo cainM ffom
bot Sidey
R a t e m i c
miTune
optt
Cally
madive
d e x t i o
CFYant & Back)
Rea on
T h e
o t a t i
m
dus
Can
Celled by
Tototi
m
due
to
a e v o
is Ome ( 2 E i m n a t t o 0 y e a d ü m y
CExtmal
c o m p e n k a t i m )
1
S a i a e h t s
Ye (or)
20itsev
Yule
The pYoy
c a m v e u i m
ema&
Oma (
d - A n C) l-f) elinnatlon
Yeatm, tydogen
Y e m a v e d fim
Dung
Hy a g
Cnding B-Cabm
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Haloalkanes and Haloarenes notes(complete).pdf

  • 1. Holo olkanej and Hol ohene) khalida (Haleolkona) R-x alsda C Haloonen) O A r lakCatim: m tha b a ig No. Halsgen okony C2Hsx CHLX CHX CHX momo halo a l k a Diholoal kona Tri halo alkana m e n o h a l o a n e n a 2 Di halo o n a T i halocA C o m poun dg ctainin SPC-x bmd x=F,ca,G) Alke halzda () Haloalkonz (R-x): R" R" R --X H prtmorC) Secndan (2) Tettoty ) Alle halsds o k e canbon C=C H = cH-C- x CHaCH-CH2-X C R CH, R" = H 2 ° Benae hal:da R - R " -CH 3 ° C beayc Gabm (p) R CH, R"= H2 CHX R R" CH 3 C
  • 2. bmd compoundg ckainin SP pC-x T Ped olk Vinylie hal de O-C methy CHc HLCH, CHCH n-petl C = c - vinyie Carban Sp) - cHLCH2 Eth CH CH- cH- CH,-CH2 ISo pet H2 C = CH-x C H - C H h - C H h - n-pro P A v Arl halide CH- cH2 CH NeRpet cH-H -CH, TSoprop @CH3-CHh-CH-CH 1-Bll cH-H- CH)-CH,-tH, 2° pety 8 cH-Ch C H - C H - C H 2 - C H , 2 2° 8 CH C H - C H - C H 2 3 pet cH Tss bulyd 0 phemy phenyC-CcM) Nomen cla e HC alkl kala da Halo alkora cH Bena * Commm nam CCgH CH-) nome CU PAC NOTE O - , m - , P- (sYtho mela, pona c OH NHL cH3 Commm SkM T CUPAC ben3en phens Aniliha To luena Anussle T w o kaloges atom pYe M Soma Cehbom aom_ COH CONH2 CocR CHO G e m n a kalsda Calkylidans haltda) gem- d hal;ds) CH, CH cl Il-Di chlaNoethona Ethlade chlêi)9 Ben3amtda Ben chl&sde Benaoldehyda Benotc aid CH20H co CH halogen oomy ana pYeMet gM the adjoce CoNbM Dipheny Benayl alcoh) Too ActD phenms Bena0phencna otom vi n a halle (olkylanndihal:la) (vic-dihal:da) COONaA Soc c rh-CH I2-Dickloo ethons Bensen dioNaium Sodium beoot Ethyle di cWard Ben3enSlphm cld:da ehlduda cOocH H ing begs veagi) methy ben2oae
  • 3. stru lune TU PA C G m e C o m m O Y a m e I-BromO PIOPma CH, CH2CH>BY - Prop bvomi da ,cH 2- o r o popona CH CH CB) CH, Iso propy bromi e - f l n r obuena -Bfomo-3-meth pet -2- ena C sEe MAIN- 2014 CHCHCHchF n - B t l fuore L H 2 - chloo bulone - 8 o m o b u t - 2 - e n g CHcHCH Cce) CH S e c - 8 u t c h l d k o l a CkcET-2ol6) pYapna -chlero-2-matXp I s o b t c h l & r i 2 - chlao -3-methd petone CH)CH CHCR -cklrio -q-eth C y l o h e a n a CH - CH cH2- CH apo cH CHs)C 8 Text- But b r o m s da 2 - E í o m o - 2 - m e t n a S -chlaro-2,2- dimethy) u-tet - 3lk -3-iode heptona C C ) , c C H 2 CR N e o p e t c h l o k d e p Y o p a a cH-CH2- kH-CH é-cH,-, c h l e r o e t h e n r CH=CH CL Viny chlotda C-cH 3 - S 7 o m o o p e n a CH2CH-cH283Y A bYoms da P-Bromo c h obenzna D i c h l o methona CHLC m e thylene chlou de c B r T I - B r o m o - Y - c k r o but - 2 - y n a T Y i c h l f o m e t h o n e (cc)Ccl CHC c h l a v o t m chlto phen neth o a I I l 2 , 3 , 3 ,1-heptacklrio -2- C t r i c k k a v o m e t h y ) propon B e n a c l d i d e c m-Di bromo bengene I,3- Dibromo bensen 2 - C 2 - c h l r a p h e n y ) - ( -i o d o o d l a n e C H -CH-CH-CH -cH-CH2-CH, I -CR - B r o m o - 4-Sec B u t - 2 - m e t h y l benzene CH, C H C H - C H - C H
  • 4. CH CH -CH= C H - C. Bromo -3-meth pet-2- p r e p o n a t k m ene O Fo Alco hoy: Pc c l t CH = 4 - B i o t o -y-me th¥ p e n - 2 - e n cH = CH 3 s C + H,PO y CH- H-CH2- cH- CH 3 C2HsoH+ 2-Bromo--chloo pelone CHsOHt Pcls CaHsc+ Poclt HC 3 - 3o m o - 2 - m e t h p Y o p - | - e n e C2Hs oH + Socl, CaHs + So (3)+ HcC93) Find ot ype halidi p Y e p o a f R m R-X Soc te bat method . Ch- Bensyke al:e AlL,teAll,ke kalshe ecapale 9a B e C a A H e n Y e a d i 9 A v e P alky kalda . C * vinyle kalaa Re d PlK2 G4r x Pyt 657, PB C2HoH Cx= B12, T) Notse C-x bmd dapee moment CA) 2xY C2Hs© + HcR C9) Mky. Znclz 24l+ Ho Groves proc chaige H C$) AIPMT-20S Y d ten sepodalan bend ) Rosn + o 30 ane Debye = 3.33 x10 C. m O H H Ccono) h a n C C o u e m b &m = mea k Luca3 t Luca eageA CGnC-H+ nkyd. Zncl Cegimod) CH- > CHs-E > Ck-67 C H - I M didinguish î, 2° alCohos. I.84D .83oD .636D I.86D Tncl -CH2- +Ho R- CH26H + HC C-c bmd engh qtanHon C-F bomd eh CI3 P) nsolmbl Fsd tunbidt Reo n CIE8 P) R-oH fs tnbi dit n upm heaiing CH,C > Chc> CHd,> ccd tunbidat in ounuty |-62D |.86 D foim tunbidt immediataly .03 D - o H C Reatavi tz I ALCahol c 2° tLCohol 3' AlCoho CH CHObH (CH), CH oH CH),C-oH
  • 5. from HydoCanlaos: R) Fro keneg: From alkone AMa kavrikov's ruda CHy + C, h () , CH,CC t+ HCe ad ditig reatig E l e e t y a p h i l u c CH .cH cH,+CH,CH CH,cI C H C H C H , + cl, . v . light (ov) heat cl Cnim R e a V i t y : HT> HBY>Ha ma jo) CH CH = CH2 + HB CHy CH- CH -Bio mo pro poma Y C a c i v i t y : 3 c - H 2 ° c-H > r c - H Free r a d i Cal Substi t t a m v e a t i m . C H - C H 2 - C H = cH + HC CH -CH2- HCH, (2- Bromo propna A i &n2yic Substiua hs (o)A (sode), CH-CH = CH + H cH C = CH-cH t Hcl CH--CH -cH CH-CH= CH2 t c 3 - c h l o propene) -omabn 2- btne) C2-chlasro-matr} btra) t HeR c H a - 6 Y t H c R C H + H G x B e m a b v o m i d a ) CH2- C=CH cH CH-CHcH2 +NBS h HL ( 3 - b r o m o p r o p e m a N 3 S C H 2 - B Y Ant- mankoyrikov xds : pejo t da | k h a n e l c h e t k t NBS CH - (N-Bromo Su C C i r i mide) Frez adiCal addttom t e a t n Ch H Br i p r l n a o p e J I i d e CsHyco),) hei * B poiC cH: - CHh-Ch-5Y CH-CA = CH2t HBY -8omo propna) CHCH &'2,heat ) cHCH CHy-Ch-CH= CH+ HCY CH CH CHcH o -somo buone LOTCH = CH2 HBY. Ch CH-CH-BY
  • 6. Addun B Sond mee readto datecton alousle bond c d B r d n p p e a r y . Be3enl di azorium chlafida R e d d i s h b r o w n BY c Cud Hc + CH=ct +BN2 2- Di b% moethonx) clo ben30) Y Cu8 |HBY Halo qen e c h e n e y e a t m : + (Giomo bensene) Swat e a i R-F Giota monm Y eati): metalkc f l a s u e Cu Hc Cx = ci,, I) LAgF, H , CoFa,sb5 CaHF Azd FLuo ethona) CHs+ AgF CuHd + B o l a SchiMOMm Y e a U M Fimkel sten eadim aCa R - t + Nax heak N a t R-x + B 5 + 1 aA kodsda) a(akna C2HI+ NaU C2 Hs CA + NaL N + k C Elh etropkdie Substthtoy: nhyd. Fe d Todo ben3en) + C [ot H Huns diecka) Yeat Ccirobeat Sive salt ConbgeeOtd+ BV alk bromi da Fels CH CH Re flux Anhyd Ccy BY CHCH,CooA t ck CH G Cot AS BY o-Biomo Toluen (p-krvarmotsluen efl (Bioto e thene) Gnai S i o p a m o a ) Lewi oCdj - Alcl, Fecl3, FeBr, .coo B1 cc Refx (Bomo benena) (Silven ben joota)
  • 7. Bin boum m - 0 n : Y e a d i n : ccly RT D e n t : Silve salt anbacate a t d t I R e f l a enut oNo Caby c H CoocH + C o t 2 Agi cc Reflut 2CH, Coo A * T2 la hakoga otomy si ven acetat) m e t h y a c e t t a ) A P dichno benzev has hkigha mlting poid *Diaa ttn n d seubil ben o- NaN t+2 H NH + Nacl + 2Ho O- & m - s0may Grive Yelm. c ( B e n a e n di ajmum chldula) Anikne o-dickerobenaen m- dschlrroloensen P-dechlrio benzpa Boiung poid halo alkaney P - i S O m a n moYe SmmettCal thaa o then wo omev. blu lk haledsy mofe dleal pocked adAGmaRm moleClaj So it has F r C a a t t a e t o n C Y y t a l a t t r a . dipele -d*pole f a s a V n d a a a d s fn Gy Alk haleday ona imm iS C bl2 t i t h wal. Cive Yeasm 7 B o i l i n g poird No.o Caby w o t n m e a a l ona hea aogaha Hdugen bmd . N halsgay It S i u t halaga Becaw i n R N O t euwern Ho molealas a s iteocta betseen Rx & Hho nole cli and No. bYan chy Rx &&x mole ay. Halo alkoney diydve m sEic Soledg. Giv yesßan Boi ng poind a Vonde)waal Arej Slala anea mole cle Ne e ) moleala) attoctim bets een hals alko-nay a O CHF<CH, Cl CH BY2 CH,L Sole moleal o Sama strenath ag te fre beng roken in t Sepaalk halesl konea CH, c CH C CHcG cc CHBY< CHy CH28T CH, CH2 CH28Y Salved moleCley. )cH ct2ChcHY>CH-CH-CH)CH CHz -C-cH CH CHCH2B > CH; -CH- CH,
  • 8. YThe depelemormed chlovo ben3ens L o w e tham chem Ca propeaUhy Cydshe{ chdide. Give Yesl SCme negakadhe) sp? ClesE Henolkon C s - v e chayo s p mave E. Rea o n ONudao philc Substtuion Canbo chloNo beNS m r e E M m o t i m Y2adimy S p hybri dscd t h a n sp3 h y b i d u d Casb in - c R Readin itn metaly e l e c i m e s i v e bmd m (-d is le than So, polaUty C - d ti eadiy O Nu l e o p h i l i c S u b s t t u t C-CL bomd in c N u c l a o p k i i a = posttve cethe a t a d n a spe Gy Amma t e i s o m t c alkonaj qmolLCula A r i m l a CsH OH NH CN, OR t a k m photo chlmt Cad Hao, NH RNH R-X + Nu®. Jaaophdl chleunatm eld R - N u t S t n g mmo chlride leaving o T h i a O m i c m m o chlõrd Readiv:y R-F R-cl R- R-T Foust isOmeu momo chltdy. ReosM de Ceak in bmd diy o katm enengy chs C-CHs a N e o p e t m a CHs B + koH (a) > Ethanol CHsB + NaoH (a4) - peone c-CH -C4-C4-C C2HsoH +Na Br CaHs B +AOH(a2) MOist Ag,o atsoH + AgBY Isopeina cH-t-ch-CHs CHs- - Cadr t2 Ag BT C b Dieth etha) 4s-O- CHs + C2 HoNa NaB Lam Son Sytheis) Ethaxy ethona) C2Hs c +kcCN CHs CN + <cR (E thyy anid) 2 H s + NacCN H s CN t Nacl propone nitvile CaHs cRt Ag CN CHNC Agc (El iso cjonida) CE nyl Caabylansw)
  • 9. C2HsY+ g H s - O N O + K B Ethnylnitvte) oookanes reat uitn kCN a k GHsB Agno2 CaHs-NO2 t Ag6 alkyl cani H aKana Yeat ith AgCN NttYo e thame) ofm olk is o Cyanide Rea : c i gYa ama Ave CN i g in solJim. C2H N E t h a n a m n e ) SinCa C~c bmd stY n qA tan C- N bme +HBY GH), NH e otto-tk kay plala mainlthough c otam. C2Hs BY + HrlH (N- ethyl e t h a m a m i ni) C24s + kcN CaHs-CN + kC + HBY CH CHs-~cH A3C Covala and tsoq y frez to dona ( N , N - D i m e t h í e t h a n a m i n e ) fssng o Cyani de - elactM poin CHs C* AyCN sNC+ A 2 Hs =c-cH2 + NaBY C2Hs cR + N a C = C - C H ; > Hako alkone e e d s t h k No2 to Aim aka). nitr:te e t - 2 - 9 n ) tokoalkoma eeds wi Ag0 o f d m n i t t o alkons. C2Hs B t CH CooA CH Co GHs + A Rees 1 E t d e t e n o a t ) . k n 2 iGN OMd avey N m (-6-N= m soluton. Ambi da Nadeophile : Nude phika wkieh ha tso d 6rs dma ou S2Hs B + k - o - N = o C24-O-N =o+ kGo g ,it C@n otke.ck thYough ma doman ahimn, A a Compound . So, m niroga) c o v a l e E CN elecn pain v a l a s l e fay bmd natin, R-CN R - N C A-0 N = o C2Hs-NO2 t Agd 2 R-NO2 & R-NOD
  • 10. S N ' Reactiav: N Yeatim N u d e o p h i l i c Su b s t t i m v e a d i m Unimo le c u l a nudeophidic substtutim reaim Bimole ula f i Y s t v dn Yeac&m. Secma rdar reatinm. ate R J Rote k [R) [N pYo Ceed in 2S+psS Reaum PYo cead iM Ma Step. intyme diata h madiola foimeed Canbo Catim y NO S u b s h a t mvo Racemis atn occ opicalacteve substata invee If LnvM n L o p i a l y a t m Cen bo Catm. C o m p o u m d C C N . Rat a s t a b i l c t , er CanboCatäm. T t i t a v e d stYnnudeo phile ond 7 T t fav Ged by w e a k Nucles phile Ond pda apytic Soven DMS, DMF, DMSO) pel Protic s o y e n t C 420, CHz CooH, Ca HsoH) Reaaviy Yda R-L> R-B>R-CR>R-F R- - BY R-CA > R-F CH-x > TR-x> 2°R-x > 3°k-x 3 R-X >2°R-X 7 K X > CH3X CH3 Rot Yeatiom H,C B Y t NasH(02) Hc-oH + c - O H + N a B 3 Y Steuc hindyon around elechophiuc CH-C + NaoH () CH3-OH (Teioy bl alcaho) +Na Tetiany a u t somida) neth cklaudi) onethy alcohsl) MechaNism me chamis m: I m i s a l i m ft-butA b o m i i a ko kdon t t - b t ( Cabocat otkack the Canbm atom rom te oppos:te Si de to C CHs HC- BY slo + B T h ffmatir) C-oH an& the leavage V C- bm d 6H atack3 budA Cabsation to frtm 3 but lcaho. tky plaCa S i m u l k e v m e r l inal c get datache.dd t qive methy alcohe fo CH HC C-oH H H HO-é-H + ca OH+ H-é-cR H cH HOCCL H H meth alG ho) me thy chl&ide)
  • 11. Reaivi ty oy de m N o n d s N Y e a i n y iomeyM opli Cal KaJte v e a d i m (s) stobibty C a n b o c o m Lacutkich net SupimpoSaba A n o l a c l a i t aromdelectoophst. m Y Y image Calad chia mol cle Rata Y e a s t i m (sN) s t e u c h n d Y a n e a Y o m d T pYop *nm-Supehinpda bilg aa stvusw CS' & SN) Ineag called chinalta > N B Y Gcl Csndas CH ehina - o l Cn Yotata plena poaliud g*CPPL) CHs T> GHsB Colle apLCO adive csmpoun. CH ChCHh8 Cs) C B Y > C H - C H - C h - C H , > CH- H - C H - 8 Y > CH optia Give Compound aevoYotatny (a) (a) ) HCH9 C H - C h - ¢ - CH; CH-CH, - d - c H 2 - c H > C H ; C h . C t C H , dextwo Yotat ( (n C+) Rotote PPL to the Right Cclockwise dsvetton) Rotat PPL te left C o t clockoise divection) SN O < CH) c CcH)C;Ar)BY >(Cs*CH CHr)6Y >lCc) cH(¢H)BY> CHs CH2BY CS«e) c m d i t i n s t sho optial astvi O Compound should h a e c h i a l Canbm, Com pond Shld m o t h e v e plen ymme C) C o m p o n d s h o u d o e M M - S p a j i m p a s a mYoYimase. Th Carbon cksch bmdad to 4 ds 6Gea* atony9oups 6 called chinal CobGdymneYi C a b m s t a e s cetia o NH C H - coot H CAlanan) S : > > 0 coH Lacte o.lid) Cchino molac.ley
  • 12. j o m e y which a e n m - Supe ( m p e A a b k EnakOM eY RaCamulaltion OCCg C a l e d n SN ea M. Gie Yeafm m u Y Y Y imagey c - Br CHs ) L a k c a a Ct) Latic a d cooH C C H H e ernonttumy (Sa7, O+So7. CH OH m equ molay ni r Hp oH H w C a l l a d R a a i c m i x t (dl ) E)) 9 ( ) - L a t k c a G d (v) d l - L a d k c a c d otkack Cabo cainM ffom bot Sidey R a t e m i c miTune optt Cally madive d e x t i o CFYant & Back) Rea on T h e o t a t i m dus Can Celled by Tototi m due to a e v o is Ome ( 2 E i m n a t t o 0 y e a d ü m y CExtmal c o m p e n k a t i m ) 1 S a i a e h t s Ye (or) 20itsev Yule The pYoy c a m v e u i m ema& Oma ( d - A n C) l-f) elinnatlon Yeatm, tydogen Y e m a v e d fim Dung Hy a g Cnding B-Cabm inTD Gaive eafm. eSabsttad koma. L n v S u m O c c u y in SN Y e a i m M . H Deydauo kalogenating ag&dd :@aLC. koH c C2Hso Na im e thono CH, Hs olC.RoH ctt-cH = cH-CH CH=CH-¢HC Nudlao pkik (oH) attckg elachfom de t e n Canbay CH- H-CH2-CH fram t Yae stde Cback Sida a Gt-2-ene) as) (8or.) m) (201.) okor (2-B7omo buto) (Bt-enu) Cbr m Clt By olckot (ov) cHr CsONa/GHot S o d u e t r o x r d e ) Cnaj) nino)
  • 13. CH alc. koH o C H - = CH-CH tcH, m a j ) CH- CH-CH c mano) R MX Stna H+ a H s oN a l G H o H R-H t+ Z x CzH) al kona HO CH CH OH l Cah) NOTE a.koH CH + M(ot BY Substttuttm 2 HsoH cH CHc H6+ M (oG4s)Br a l . koH CH2 C H 2 CHsMB (alkem) CH6+ M (th)3Y e l u n a t t o n -CEcH CaHs M C=c-CHi)D -ne E k m i n a t i o n r e a t i m 2-Bromo P NEET-202o *Readiny o Heloaheny EElectrop hila Subs tutim Teastony follous Z a i l s e v Y u l e ) D e h y denohalo snakim r e a s T ) a b,C c l ,P- divedin oup. - I GYop Halogenatioy Reaim sth matay: C tmhyd FeCl3 GYignahd rea Kgx () AY Mx O+ c, md.Fec RMg AlkX magneliom hal:de ,2-Di cUnobkentna 1 , 4 - D i c M o b e p e r a Cmim) Cmas) - m sY AY M a g n j v m bYom de NitYalin dny ethe R-x+ Mg R MX C CHsM B HNO, c tl2SOq Etn nagmeAiun bro m d) -chloo-Y-ni to benset -chlaso-2-nitso ben3en na s) mimn)
  • 14. S u l p h o n a t i o n : C cL Fit tirea dim , 2 Na + O dhyet so,H 2-chobeneng +2 Nad (certo bene) sphoic acd Cnncv) y - c h l a i o b e n 3 e n a 61pheng S u l p h a n v c a l i d Jut fittig readim : maj ) F r i e d e - crasiy alklaain +2 N+ CH3 dnyeto TrC 2 nNa Laro benaen) roluena Anhyd.Alc o +CHCl CH M dtyethe (-Clo-2-met -chlsso- Y-methkR b e r s e n t benaena phen magn e u n btomide Cmmo) naj ) T N u d e o p h i l i c Subst tto) reastm: Frie dal - crast GcylaiioM: Halo a e n a o lw Yeadve thon Hclo alkny CR . Reasny K bond chesada betse Casbm tCH- fmhyd Alcly cock acet clBda) halo gan o olides dus to ReS Man a. 2 - C l o r f o * q - c H o r o a ( e k o p h e m o n a c a t o p h @ n 0 n a najo) R e a t m aitn melay : Instabi ldh q phen aton onyethar Repum b/ elecon ich Nudeophsk omd R- X + 2Na + X-R R-R + 2 daX ela etrom tuch a e n y . laloclkonk) CH3 Cl t 2Na t CH, CØ y et CH CH + 2 Nacl (E thoa (chvonathont) CH CH2t 2Na tCHCHd y etu CH CHhChcHt 2 Na Ceiro ehena) CBton)
  • 15. -No o u p ( ele cfWrq w i t h d n a w n CYeay r e a d v t h . preRn poly k0log) cormpoundy : t h o n d p a a a p o x t i n s Canbm Compoumoly Cmtalring m r e than n halogn a halo oneny C ony halzde) o Called polyhalg compon dg . o ] i) NaoH, 6 2 3 k , 3 0 0 o CHc Di chio me thana (nethlene chitu a) Cphenol i H O CR2C d a a Solvet M t marufaam elorobenn) ) Naot, 44Ik t t d s o e as a point r e m o v a , ag propelat m aeDSoy. i H CHcL3 TYiClnomethona Cchrofrim) - itro phlnol) I - c l r o -y-nitro b e n e s Tt e a solvet for foa alkalsidJ & Todie 6H 2 i) NaDH, 368k Tt i S t o d in cdeed d coluud botly H B e c o u L , CHd X idind 0 m te pRn caht ( 2 4 - D i i t r o p h e o l (-chloro-2,-dinitfo B e n 3 0 n s 2 CHcl, + O o 2 co cl + 2 Hd phosge ( Canban chldrd PoiSonouj 841) CHTz Triodomathor& Iodofim) 2,9,6-triito pkRns piCYic a.cd) woun. ccL- T thone ( Cavbm ttra cAiu) y O wed o3 a fiye exUngishe Mdai themoms p^an wed in t h m o n u c e rTetuqehasi md pYopelay f a o s o l Co.
  • 16. Fresny rEf Fregm t2 ( Ccl5 O It wed a Y e f r t g e r a n t , p e l o n t y n a o s d s a f Jdiong pnpdaj foom Tt Wad os propellony m aetDSa4 a. I t also e d f O c o n d t DDTT Pp Drchlarooi phenyltrt chloro e t k o n a . O TE 4 am ebktive i n s e di cde mos9o that spread m a l a r i a a o w R d m m o n C o u r Y Suah Cors a n d t o d d e ) Crop. 2 + Cdsctto CAo cds DDT