GOC-1
GOC-1
GOC-1
empova €Hect
resence
Thes eftet poss f ble ony +he
Reagent
fa tter nal
foe, electro merfe effet
ettect
Oin ductfue
Pexmanent omesomente ) Resoanee
effect
effect
+ypes Conjgatien
tornoyttc fiiom
E A
+ A
Bond ft ssfo (free vadfcals)
sleae
unee al
teeroyttc cdeavage 1ead
u
i0lee
Ea B ues,
AB
€
ofEnegy = >€1
Orde
Resonance /longgoden Delocallsatien t
:0 C=0: -C=0:
0
Io al the structuhe 1
Skeleton ust be Same (o-c-)
emoing Sarme
charge
None hesonane shructe ?ndfcates Ongin alstruckae
Cactual shructe)
Resonante yid ?ndicates Aal StUCne (3)
(6)RE E stuctuse
most stable Resonomce
(acttia)
tiyd
Re = txpesiment tea of
Theott cat Heat ef •Re =
T-e
tygenatson tychgenatien L
T-Totol
ith mere
nember
0 Contibutor,
Ys mene Sta ble.
Cowalentz Plbond)
(HaCH
C
-H
CHo= CH -CH =CH2 |-COvalent
2coolent
&atiskyeng the Detect rule
(ontibuto oith evesH lement
Stabe
-0:
6
:0==0:
(I >II
Le
mese
cluage &epasafien.
ta Ctl CH
- H = CH -C+ -C4
CHa
(T)
(I)
CH
ctcHC4 -CHa
CHA
-CH C# -cH =
CH
-CHa ()
(w
Caran aeion
SEase tte
n
faer re8enamee
eýLemen
negatie Chare on
Con more
tibutes
Rs mose sta ble.
e
Postive chasge en tes
=0
(I) (m)
lesssta ble
Slde by Sfde
yfng
Conhbet uith ike Chasges
0
cE CH
CH
o
CHy CH - N
(IT)
(1)
H
D
CHg-.
CHa= N
N CHa
(B
4
CH CH -- ,GH cH= Ctta CH - -H
A B D
A>B>D>c
2CH -CH 2
CH
CH -CH=CH Ct -Ct
C CH
Ctl=
- H
CH3,
CHJCH Ct =
C -o-tH
O-CtH 23 CHa rH -H R9-
CH E2- t= CHS+ -oCH3,
cHa
o H -
-CN
4
(i (
(1) (9 (D)
gthucthes S
> no
f Resonance
Stability :
Any tM Greup, s pre sent en eetrp, Benene ving
(-o4
ifamy + m
Groeep s re sent en the henene#Ting
Senene
( napthalene
(3) phenanthacene
4
anthacene
apthef
-napthaide Pen
ot
B-napthide on
Pyrictinim
e
be
6
6
Soleuth exn!
no-ef RS 4
) o-napthonfoe Pon
(6)
-
napheide iont
Stabiity: A=B
Promate Ring
A>B =C
CH OH
CH
C-c (bl);
NH
Tnductiye Cteet
permanent effet,
the sfgma Ben d
dotsesene
dee fo the
dlsplacement 6f eo kakes place along te sigma bond
fntht eo's
ToductHve efet s
(onidese d
upto 3d Canbon ater tuat
depe ds
n
lf3tane.
neggi ole,
e Dn ductve
+
+8+34 b+648
(-T Grou?)
Tnductive efeck
+Ieffet
- fefect
fe s electren oithndrauoing (roup
Gro up
Decesing erdes of +T"efet
Decveasing Grder of a'efeehng Groupt.
-ocacised elfe ct) > --eetocat
eyet)
>-cR3 >-CH R2-CH 2R>-CH
(mti (P- atkyf)
>-CN COoH (3'atkyl)(atuy)
C->-ph
(decreang oRde)
Wotdfng to onduetive efeuti
Acc to I' efet
(A
1
A>B
) --0- Ct3
seu
-CHa -Dtta
une eomtde
-Coo
-Ct3 le>A
alk
Can tabie
Can estabiuse
u Ge
Can Stabi
se
Can estab
Casbonfern ion
(e) Cam btabtie
() Com destaise
CarbanQn (
cabnie (e°)
(64) 8tahise
CeCHA
ace to -Ielect (Ldetab flses l4)
by the
thls can be eplabned
heasern thn etect
3p
no resanee cengptin
actual ta bilt
CarbaniGO
detoeali sed
()
Han
uanîrm
Actial &tabiüty: B>A 8 2qufualone
4ere
possible
HN
() 4-0-H H
CH,C )
+I destabise
Stabtuty
ef cal benyie acid
Starittj:
> CHs-l-oH
Actdic
:
4-lou el
-COot
CH3CH 2
-
-F z
l6anc hrength amfneso
NH3
20
allet
Note Mesomele
neves ee
efet
depending s
-
he di stanee
a
a
pf bond and being
iH &
petmanent etet
na conjugahon oith eher p
bond 8) lØne patr.
4Mefet
(ponaking)
ConJeugaten blw
TPend aud Lpair:
one patr
the rep uo
Cch ton+ang
as
Ce
nal atom acts
C-OH >
+Ha
+é2
* Bredct's Rule
double bend
head Casben (tve) charge (os) '
etgut cahbens can enfst
Cant etst møe 4han
(O) double rond at Prioge head
(o)
()
(eR)
(3,, a)
(3,a, 1)
(8)
(3,2,3) G.a2)
0:
#
H
+M
cth
-Ct43
eo
demsity en tue benene
m
at
Due to tM
De to
le Seane
CH
-Mreup )roup
deatvaleri,
M" leef s these Ony at otho amd pana hence
ne mes0 Mealc Qt mefa case,
effect
A
(etrgtitemp Red alut
-M meta diretos
acldee lates!
CHaco0
pelai:
Cla
CH
OUH3
nomes Orneic +M
Skali y: +M
-I
-I reronanee
-I
e hawe eaual
M
-M
-I
)
-I
A >C >0>B
A
D>C76 (oasyI eget
Nele
des
M>HC>Tnductie, Huis
alu ays, Mefect
eet deninated than
fes g'
al
Carbane lon:
+M +M
-I
Cenpeumd obtevahen
Re ef
entire Compd
ncieare
shructures mayt
6
6I 30-S
may
Cornpound
phenanthaene
Pyeedine
furan.
Ctt = CH
, uliele
To ataln e
stality 9cLns.
-
Ct 3) Beth side nene. of
He Side
CH2
CHaCH
Stóe ?
Arerna&le Conpund
nnteer (o,,2,34-)
n>(R3, 4,---)
Centoun no
Ring
\Spo caben fn
, (ompeund
fneo,(orn
detocall se
) n3
>
Pane
Aromattc
Aromac
Naptialene
Cyelo ttepta trienyl catien
Conj (T0pyium Caten)
planer
6reo
plame
Aomac Cony
Sp
|Aromatie 6TeO
fArenatie
4
planev @Pyssole. (CatsN)
(ongv
j4 e pane H H tt
Aromahe Coni
Aromahc/
sp
Conj
pane veQuiae
Cvacant
6ree tbita)
Aomattc Aromaic
Quln olne
conjv
plana (oTTew
4nne Plve
Arenatic
4mee plane
nti
Hepbatieny anten: |onaic
(9yelo
conj (Q) Pypeatd ene:
JNon dtromatie
|Non hornahic
pustne:
Pyran
Sp? x
Nen trematid
honotic
Tm Pda ee :
dan
renium Catien
conj
24 în dele dnnulene (io:
Sp
(onj
ptona
|Aromatic
H
Congv
igenal hape) plama
Planv (ooking
Arenatic spt
I2ee
tenj
8) Annleneg.
Annlene 14]'
(ntt troin atie)
Annulene 6).
(Avomatic)
Amulene (8] I4e9
planar
Cenj
deloc
PlaneXylo
Octa tera ene
Ahrematic
Cyee
netene
Aulene
cAiomae
(3C®s,Tamg)
(cis)
sp
Ces)
nonplama Aen Atrnabc
l0ye@
s2nonAtOmatie
dlanfen: Cylo outemyl decaten:
(99
6T eOv Spr
plane
Ceni
Aona
nbglie
Upruenkatror) Aomathic
Chysene;
18Te
Cyeto Octa ti- enyk dianie
Cenjv
Sp plane
1 ARomatic
32) PRcene
Sp
hematic Cenj
lamer
Aiomati
Troroleno:
6re
|hematic Aomatic
tulsenes fullehedenes:
(Aenpela) eso)
c
33 Non ernat
TfulLesdene
Aornatid ate
Penta NeN ARomatic!
(36)
(40
Hepta
AenaHc
#omah Antt
Ahematic
((4) (46/
AADmatic
3 e Semance sh/
P.
|Sesonance str
Ihematic
Atomatic
(44) note?ge
Penta owo penta diengl anign:
P.
(49)
homate
1AomatiC
JAematic
88
8-8 1
)
ae ense nt
bMO
s stable
4nes
npl
npl
npl|
npto
Gosgd (enfgaton:
euaroler
donaing abiity
Hee p on NHg Paltefeae ere
deveartd by-i
touoar ds tue atng
tng
h
ReSonanee NH
+M Han
oe
Hee tentinLes
tontrgoion Cenfugtien
atkgie) Seacivity
Ct
Ce et-Ctl
CHa
yyns ae (faaitie) feastbte tooand:
Slocts
Captuses e'
)
pyeles
Agos
BidisEg ageut
ARonatic
Non donat'à
e)
cH3
(+
(mH2sa)
(pH =3)
X
Hast
(Pt =g) )
Shneetwe
uolc eten an ce
-Ñ= 8: (hoatieity)
c)
)
tastuty eRdes
(non) (ant?)
c)
( nonplana) (rtana)
e)
stabf ty:
NC
I
-M -M Here,o
Tmgenaleamar
Stabiity !
Here,
tus
díme
dornatic
?ntenmediate)
Unsfa ble
Atematie
Anles
n+a) re®
Go
tlss
=
Ant (ust alace oat
nule ne C47
go0m temp ne Cio
mnuleue (8 (hnele nen ahomatc
=Nen
Amnulene Annlene 4]
sknlene (6) Aiommatic
Ane ee le ne
Annuenáao)
Annud 24]
annule ne toclst as dlrmeR at SOm temoe atuse.
l4]
|n6n Momatic
Aneelene [] (-aoPe) 20
Cam ege at 4ak'
(+m)
2P
Resenan se ktaoiuyi
M
stauty
(tane pa)
,CH,O
6)
Sfa: +M
-I
>fD> e > A
>de
tabi tity
A
Ahomotici ty
Res anee Lp volve ment |Yes
+3 Ct3.
(alkame) (c-c
atk ee (csc) t34 Ao
|8(C sc)
(aieyu
(C-c) (fhen2ene)
-S44°
Locet?
-M (lepe Gode )
sed alt:
rvever Cartbani on
oePossible
C# CH
Ct-C
H
eCH-CH2
ho
ef -3
akene no ef
alkene
no e HC Shuc,
HC She
(HCH
l3 Cu nene
eHa CH 2
(4
Teulene
H--H
noof +e shrutures
ce
4he ntsal
Sete lome palr
Even though
tho and ar
actvates the ng
atom it g
Positons n +he
Be n2ene
honce-(H 3roup
Canbo cabans.
the &asity osdes of he
CHa
lnsues!
StabiGe
StabilI3e
+pon Conjugaten n
(Cara onium () carDcohes)
H
H
C (2)
Vatant
P-eRba)
2
no-of « HH 3)
((Ct3) 2et),
(Rsopvop)
CHa
3
CH3 – -cH3
CH
c
(Ct5)
6
nytn ingree adit al
P-04btal
Pitol
H•
noef -H 3,
noefc stu
CHy - cH
CHy
Reverse thyoes
Conjugation
tyoen Conjugaton
eHect
look ike +M RH took uke a
HO
ke;
-H H-
look ike -M
QethVates te ing (-f
Orho- pasq d'reto
he
it stabilise
she
(Reverge Hc)
de achvaina
me the no
HC Shhu Geatiate tue hente ne )
mere ts ne (onepair ) rond
Stabtitg i trong deacivater
henee
E teut
eagent 8 added
Canbo
4the eagt Rs added to that T7e
HhalC anber ohese +he
T e miziated
ohere migate d tosds Pt
Gtablete=
Ct + tt
CH- Ct)-
CN
c#O -CH)-C4
C40
Reacten mtenmed'ates
B
(product)
(reactamt)
di
bte ates|
TS 8tate
no-ef rans fHen
no-of peaks
(noof TS) -
diates
nof inteme
RKn conndtnales
intemediate
to heGAeaget s Baly to tao stahititt
TR
Snegyondel;
ase +e
o
ntemedates:
Carboniu
m
ien (Os) Corbo cahen
(0
e
Cabani
(Carbon Catln)
) Casbentum fon
Pure
(Perbi tal)
sp (ngonl plana
&
3t fs posiHveuj eharged species (1unit)
Sentet tonkquahon
acts as le aepto )
Unpal d
e0 so t hes
thes damgnette chasate
electro puile
Fosmatone) Genenason:
G
from alky halldes :
rew's ad.
ce
CH3
cH3
CH
No caboeatton tom p
from alchohole i
Ctl2
CHa-oH
stabilled
Yesonance
!
Fyom alkene
cafon
s feamed.
) ohtehf the fotmuing Yea chons carbo
t3
Cone Ha SD4
ph
D#+
) CH3
oH Pa badeaoing
g1eup
Re sorance /
-H+
leowing Gu
+
agTIyetouo)
(#s sA, I) Res
+
O3
(otaite)
-Hy0
cH
-0-Ctl2
Stabi tity
Agno,
(uocuite )
(Phomate )
D:
J:
+ Agee (alite)
Coggato)
ce n
Resona
dcid
Reaseon lBenyecaMbocation,
by 5 RSty'
Phenylcar becnton
-
Cuce (cs--cu)
g-M
(
)desfaoise
(ttt Atornatic)
+0gelL
GÁRO
matic)
Att (H) destabilises
AgA003,
tabe ushen
Cemparedto iomaie
C CH2 cH)
X
(un ehORide) LCHa CH -CH |
HO by ResonaMee
Cua = cH- cH2
|itis Stabiised
tooeqivalent Sfuttaes
keye eatoride)
OH
Me Hy carbo cato
?
0veilap
OancPng Resonanee e Bentibital
CH2
CH2
R'Stctiae
Resonanee tylond
CH CHg-cH-cH3
CHa =cH
(3D>20y)
Bu tlee deaeasin
) Aiange the fotleuing carbocahons
$tablity'
-cH3
CEs - CH
Cf3- c-cFa ef 3
-C-CE
1
T
T
3 CF3 -CH
+M
HC
sedic)
C>B>osA
RX
HC= 6 Hrguy
HC=3
unsta ble
(T) (tr)
(Anti Aomate )
CH2
stabiutyt
o-c) +M
I +M
-I
+M B>DC>A
+M H
-I
-I
-M
-M
-CN)
C
-M
-M A> DB
M4IO
CH, ft
4M (hc) +M
+M ene) 4M (a) tM(n) 4Mi) (Reson
+1
+
+I
Ronuangemunt Rentent:
Meeratn eeam ongemtnt ) Rearrangement
( agnen/ takesplae
Shift)
CH3
1 Ctt
HyC
)
Dronsiton sfae
CH3
cH3
u-8.
(Hea3)
CH -ph cH
CH
c3
en
CH C+l3
Ct3
-C-H
CH3
Demogey' Reniangement:
methy 3
I2 shif H2-
(HC-6)
,cH3
+ &_ +C mine)
-cH=tt (mine)
Ct3 metayshitt)
(w2
Cty
H-cH
4+ .cH3 Ct3
(mast st able)
(Gtante)
q+3_ - cuts.
3
cs
) on the foqmahon e stace oodaets heo
m
amy intemed ae there ?
Mechanig:
no efintenme iates Q
?
mafoa roduet
) fndHhe noe ntesme dhate
Mechanm! CHa
Aelatuel
umstable
Je
3° (tuere
calbocaten Seassangoments
(Ye)
12 Hydaide (Yes)
(yoo
Mamy nteméd here
oduels heo
stae
MeehanigN:
4T
me diatess Q
No
efnten
?
mafs dut
mo
formatton Bf
9) fndHe noel ntesme dtates nth
cHa
Mchanm
H20
4
6 delatHly
umstabe
3° (theie
mare tabe
= 3
norefintes med tates
Casbocaton e05hngoments
,a cHs (Yes)
Ct3
I:2 mehy
-Cat3
(Ye)
12 Hytide (Yes)
H3 -tH-cH2 EHO
(ye
(uah?)
Ctt3-0CH2
(No) -H -CH3
,2 metye
No
p;imet (ye)
No
(Dancing nesenance)
(Yes)
Cabanie:
rivalent
tne unit-ve
ne unt tve .ag vsheu 8e Qtet confhguiation)
AJucleo plille
lectrophi Ue upe° aiamagethe
up-eO. diamagnetHe
Senalg Sp3
CaNbanien involves
sp°,onal plana Pysamidal
casibami
Yemaag
Pyamidaf
(pyamida
sps
cOsin Confugaton
'sp
pse p
(Tplaney
teivaher(e59enerakon of Canbamien:
tem a-Hydnogen:
Cta t
(CM)
(stasle )
Ct
CH
( Ct2
4 ot
by
CH two-M
()
e-cH3
Ct3 (m)
-CH 2 -0R
cH-0-R
Ct3
D
-c-CH -C.-0-R
(V)
ef conjugate oaye:
Sta biity
Adic:
03
-e
(+m
trom temtnal ye:
Re
dxn's
R-c=
+10#3
NaNH R-c
Sp Sosara) |8-.inad eagen)
+ RH (auleae)
R- CcOmgx
-4 -) mot auid iC ( Toleseagent)
@gnostHao#)
(oute ppPt)
Red Ppt
of Can baniens:
URdes e ta ity
ccR
V #cc
-a--H
atve meteesene
Ct Ct -CH
Ph, c
(41)
(aesonante)
CH,O
cH
case J: -M
-M
-M(NON,
-c Fs )
+M
fM
-I
TB>c>o>A
Casti): (-I4M)
>D
M(He
+M HH) Ac
Caseri) tM CH) +
|33
seskangle
ene.
t3 yelo Butadf
ree radfcal i
(ope=|)
Heotet eonfga hon)
e
dehetent B pe tes (?t have
94k
electoele
(eluatgeley specter)
goes sp hyb
Qenuaty Carben free eadcal unde
yb:
ree un der go Sp hyb
m
soYme cases y
carbon ad ie al
CH3
Cs)
togo
Fryamidal
H
Sg,splena peyarmiaal)
(auylfnea tadfeal)
3°>
ad:cle
yeneation e{omato of free
tatogenabom of alkanes
()
h
CHae (
h
itiaher
@ chairn H
erepagator
(3) cuafrn
teatien ?
ph
Ph ph C ph
mueh sterC
Ph
Ph-eT-ph
weak
-too
Wndeance
P bgn Ph
Ph
C
|PrepalleLshucterey
Cta CH - CH 2
RV
(
<Genesaliy
C42
-Teteut delreares
Canbene
(c:)
tnochasge)
dfualen &peetes
ConAguation) 23
n ushet So. Chetet
•edefrorent speues, eleetroue
eleetro phf le
Cavbene
gound TripletCoabene
State) (sp)
sp2
11
||1
COlaene
Where
Pure ab?tal
H
Cabene
these oale Bording
elsts SM> a(+)+! P
tHere J
|6m =3
hape! •Here, Sm=3
dfamagnetHe Peen t() ngua yb:|sel
Pamagnahe
• Para magnetre
Noke:
(e ststese)
R mee sta ble ttham atnglt.
tilet cashene
Cahene
tuoo e o
ae the e Sme arbital
nepulien lbs ee
e 4
fs unsta blo.
diffeunt
te tuoo
due to
tuoe's ane ee
ueeas, et canbene
ons
Sfa ble
eRRLao hene, seplsi
y
Crmpage the stab
C) ()
:CHa +N
Pelyis
e d 0
Methane:
buto de
CH3-ce te- bu
Shogae
.
CH
CH3-c-OH
tBuD
t-auok
( dreateo Cauhene)
k
f-6uo
deeble bend
CHa CHa
(Homodeqage)
dditm Ca bene to kene (CureH >CH-CHa
1CHa
(H3 Ct3
(cis) Ccts)
H3
LCenfomah.
Spin
rans (C-c Bond
(Tran) Ctt3
hotaHon
Ct3
CS
AKene
(Cts)
Cis
Trielet cabon
+5rns
nget,
Trams
Akene
(Trans)
cs + Tans
TipletCabon
Nt hrene (R-N:)
Cuangele
Neb al
mono alent
neleules
e {n vshel e de ficde nt
(sextet coniguatefon)
Leuofs Ac?d
elects oplufle
Nithene
sp
up-o domagnetic
oith
nbene
tabityaud propettes
of
Carbee.
enyhei (GH4)
(
sp
al!
Aornatc
romate
6rtee
deiocatsed me: 6teo
tpeased ee Rt e st as dines.
unta he
Stabte
DBEC)DU
-NHS
SBare
Ruageni
les
nuele ophi
electophites nulleopileg
0 lebon 0ufng seece nuclews lou th Speees,
(€®)
leuois Ae
edy
eleehop tes
Sares
posftvey chahged speies
Mgt 2 nt
Cat2, At3,
oetect ule
Cut meleele usilel
Nleltrol mole cetle:
P, on Cenbau atm
mole)
oLtect (te e aefdent
les than -cule
:N 0:
even ectect tu
tnoga Ptuiolates
y slecle contatntng vacan E
d-biEal
ulle
0) 1 lectru pli?
e
and wueleo
denttty
D) CH4
nne
2) ceAnone o
tne
(2) NH4t
(Q3)
() R-c,
Q+ b
a
4 bed
Stabt lityt
tooeuloalent lesoMame
tnutures
Qutnot equtalent
Ct3
(g)
tantby:T0
symmethical
= CH
CH3 -cH
4C-0
C=c
H C= 12
stabity
Gonealy taili
of
alkere
ydiegena
bamity of alkene
Note:
no of Car bens
CD>
Mabilaty of ee sadiele
-I
R
R R
RX
ue to Teeet
CHLCHL
CH3-cH-cH2
CH2 -C+
OH f-
H2
CHa-cHa-N0 CHa- NO
,CH CH2
CH >
Aeldic
&tarsiy