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Electronic Displacement

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Sechon 8: Omanic.

Cenis
Fundamen nhtls oOrganic Chevnish
leetonic Displacements :
nauchve eeet
lszbuomenic ejec
Rasononce Mescmeruc e{te
) Hhencongahon
nducive elet -
St
Cy-C3 C2 C, X
salirared cad
This te dsplacement e - elócbis aln
aleng a

chain heneven an elecben wihdbvawing (or eleskm donaBi)a


present at the end he chain is called the induch ve elfee
Ts eleek wenkens sBeadily with inoreasing Lislane
sils 3:obon-oihdawng9 hetbon-dordli o
and actuale cias down o Huuz- cabtn aans.
elect -
tE-T cban cloin
the sutshhant adached to the end he

elasthem-witmdbawing, ihe ellee u caled I et.

+Decseasn ovder
ofl -I efee dvauous gous
- N O 7 -CN> CooH> -F> - C>-37 >-I7-¢K
to the l end he b o n chaiR
subshtuent attoched
he I olee
eleatom -dovahing , he lees cald
>CH>D> H
CHsge>(C)cH C CH
den th e
) CHC
incuch ve e (-I} tE)
(-)
CH3CHa-CHO (-I)
3
CHCH2-CHs (-I)
C3CH2-NH
-r)
CH-CH CH3
F
Atange
Avrange in
deouasing order o -

I
oeo.
O C-NH C-F oH
ordex elechomejakivity F o>N

ovde - I dec C-F> C-oH> C-NH

> -)
As R gous
- -0 R
-OH haue semme elom

-OH -0 R -I) dorohne}zeet


--0R -SR

-OR SH -I)
-CzCH1 CH 2 CH2-CH3
-CE CH > CH-CHa 7

SplSeToede)
S-Cha vode)
Sp2 337) s3 )
S sp >sp3
Move he S- clhaaslo, m0re Me elashonegahiv1ly , huglur -I Jjzel
-NO2NO2
-
NHa R
.- N0 2 ( - f--e l n k )
CH-CH3
CCM3
) ()

Metuylpuoup hay T
ete or cle

3 2>
C+I- ee)
X X
-X
Cledtomeic efeet X

At involues the
complete frande o elebon o a mulhplu b8nd
deuble or
toubly bend) to one t e bonded atoms
(usually
meudbonejaHve ) n the iseMCe oan attacking vagint.
called elecluoneu'c - o
efte.
T
-
J Stenco van ancd ake plaet enly in ihe þszseni
aSeazent.

he elabens u T - bemel a t karslewved to t a t atem

ehe double bend to wwich the eagent qeks inalMy altade


he ella called as + ee
For example - addhon auds to alkenes

H
CtE-eb)
en he eths hanel he elesuons o ther clouble bond a
tanslerud to am aom e double berd othe ttiau h
one
Gne to wwch Hhe ragent qels inally atlach ed , the ele
to wuch
Called a -e lker. CN

y (-e.cte)
y Diexence beween Anebuchive (I) and
pe
ecbwmeuc (e) elMee

I-eo e-Epet.
D Ths elee s maneu 9 Ths elket s tempora
Ts take place in the ahseru
Take þlact in he piusenu
ategent. a Heaent
0
parhial
Cembiete ranslex o lzeker
placment deabeus hke OccuRd.

s
Tus aleng th c-bênd. 4 alog the T-bend

o e r t , haiai chon 5 i C nnanet ca


deeloped n Casube develebed o abon or

-X -X
X-

Resonance or Meso rneu'c eleek


The
Theloo elotons n me paut g tu CBnuged
Systen to he otha Cair centres ew aud ugh
elathon deusily dne to the phenomeuon asonancr
called MQsonance e o t (R-oeof) 0rmesomes'c

e CH-ek)
F +R-R Or +H-M Hees
1) Gvwups wwch clonale eluebons to he deuble hond
o a
ceugau suslen Ona saic to haue -}R ortN
0r example
-OH OR SH SR NH2 NHR NR2
-C - Br, - I etc.

CH C :CH C = '

Gutoups wich withdaus eleitions om the double


bend om a conjugat1 syslem towands themselues
due to a vesonauu au said to haue R or - M

ee
For e x a r np l e - c-0 , -CHO - codR - CN - N 0 2 t e .

CH CHcN: CH-CH=C=N

denhif the 4ype Resenance eee (+R-R


C CH Ni2 FR)
) CH2CH-x (x-halogen) tR)
3) 2 CM9H (tR)
Cn2F-=H R
) CM2 C- cE N R)
E) CH2 =
C12-0 CH3
CH2 CH-
(-R)
8) 2 CH- OH -R)
CH
CH=CH CH= NH
Arrange
ramge in
ovdu R-R)
OF -OH -NH2
tR)
NH > -OH> -F

H= h2 - = 0 CH NH(-R)
- G=0> - C= NH>-CH CH

-OH -OR tR)

OR>-OH
-X - - - X
-X
FHpenmjg ahion
on a silavaled
Tne induehve eleet dtu alky!
Tne qpoubs
Cuibn ebain Jellows Hie dur

CH33C >(h)C2 CH CH > CHa


is attached to an

Howeu, when a n alkyl uoup


Such a dlouble bend bengena
un scLwaed sulem
the ordu oinduchve eltee asually reuexsei
i Bakex
T ke called hyeruenjugahen eheekor
no bencd
Na'h ankwt. Sach eu also knouen as

semana e
tms hes dlocaahon oeleatvons duu to ovee
loppin behween a T-ebilal aud a o- bend hila
olkgw up takes plael
H
H , H CH-H2
Alth0uah a ue puolon has bean shousn in the
cbove stouchuus , it shil| hound
to the
que m
T)- cloud and hencu iE
io move."
notue

Al the Hyduogen which


peut on d- to H
Canbem
double and bengene called h hzper
CEnjugable hydrogeus
Highex the d-Hyduogns num be Move wll
be
sabaly o alkenes casrbocahons Padicals.
*Aylieahonhypen conjutokon
s alkenes
CH3-CH= cCHa CHa-CH=CH-Hs yeHaCCH-cH
-3) Can-6) cH3
M-Ch-C CHa
CH-5)

decreasio OrdugC) > ) > c)>aj|

e) M-CH=H2 E) Cs-CH-CH- CH2 ) CyC


M-3) d - 2)
(H-1)
deowaung slebility ordun |e)> E) >
Gste he numloeA od-ubeten,quae will be Hhe
umbe oypeenyunaue shuchuxes uals uab
oalkens
Seil Caxbocahon
la-ch ChCHCH95 cH3
CHCt)
in
2

H-3) (H-6
H
H-C CH2
H

H
H- CH2
3- he'r comugahe
sruchuu possubk

) Sil ue vadical
CHaC
3-CH
C-CH2<

-C H2

H-C
H C CH2

n-c CH

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