Breaking of old bonds and formation of new bonds between chemical species
Aad wi’ ze x48
conn iyHOMOLYTIC
OR
HOMOLYSIS
Each resulting species gets one
Cl
eR
Per Ea)
eel Umm ee iid
altel e uly
et easy a
baad
Metals
One resulting species(more EN)
Pm ee er
CATIONS and ANIONS will form
Conditions For Heterolysis
Lee) Le
maT Te
Pele Ki eRCa
ELECTROPHILES (E+)
Electron deficient species
x ave VA re
eT aac
enn lle era ockl)
Sc ete
ss, eae ts
NUCLEOPHILES
ed Coen lama te ol ca
cC alo Gi) sal
9)
> Can be neutral or negativetely
charged
pe AS
ee) nS
Pee oa
er ao an cie
= Ht (Ey)[Reaction inrerweniates
ese are very unstable and highly reactive species
“EARBOCATION
an PY) o
“CARBANION
“BENZYNE
CARBENE
aS® CARBOCATION | FREE RADICAL | CARBANIO
Eee[}) REACTION ITeRMEDiaTes AGB
CARBOCATION FREERADICAL CARBANION
ae mi ae aN
Brae A ial a at
Sy as ayPERMANENT EFFECT PUI LO) easy e88
eI
|_>inductive Effect (I) eh. a
eS ee RV Cou rants) Cul) ard
SER (H)Shifting of c electrons is towards more E.N.
eee CUR ae Ck
Seemed Le Ue RoC ste il
aa
Rng
—-» Considered up to 3 carbon atoms only.
——> Only co bond és participate, it doesn’t affect the x bond és.
Remeeta 0 0 ReUeTR RLLoes a
eee EU Rc
——-I Effect (€W4)
[+I Effect (€04)
Group which withdraws
Group which repel
electron cloud RS ratrelamaelt eo}
All Cations Shows — Gisan Fa OTROS TN oa
a AL COLD ay it Cees fe a coat Cee
Sen ee ee a a ee
ett
Ser oe es bg an Lat ae a Pee
an eet ber, Peis) iGroat
a
More e- density, more +1.
a> =|
5
eC Bic) a Gan
Branched > Unbranched
i
ra > ese dL)
ht)
i 5
Fy r
Cae site mi mis 4!)
Tt
aC)
PAST)
Sate
Emm
a)
= CH OH-CH, < cH =)
Cn)Resonance hybrid is real whereas resonating structures are hypothetical.
‘Stability x LATOR Lt VE
Each resonating structure contributes in proportion me " ivy Hpeee
Involves delocalization of|/)-orbitals electrons [not o bond és).
ee eet mk CM sea eer ue
It is intra molecular process not intermolecular process.
In resonance, position of atoms can’t be changed.
The no. of paired e. are same and no. of unpaired electron are same
in two resonating structure.
In different resonating structures, charge must be conserved.
The octet rule is not violated (for second period element)Atoms participating in resonance should lie injsame plane
S75
—> Compound must be conjugated (At least 3 p orbitals which are
adjacent and parallel)
** For ions only 2 parallel p orbital are needed.(CONJUGATION BETWEEN C = C AND C = C) een
(CONJUGATION BETWEEN ODD ELECTRON AND C = C) y aa
oasis hse tana terte) chy=Ch-Ch,
@.. icy
(oferta CH rere ral em RL LNbas oa ere
fe Fi] i=Sc
Boe ea RgAGTo lated
@Nie Aeuactadaal
er) See CRS
dad te a Pane eee cH-CH,
YOEy
— More number of covalent bonds OR Structures with complete octet
Cel a OER eee]
SEEN OS oR eR Unc atte
— Negative charge on more EN and tive charge on more electropositive atoms
respectively are more stable.
cea ee MRM LC og ae meee]
SUE Eat a RRO RU CLO LIA
SU eee eeu eee Ree cll eel Let)
FoR at eRe RCo nae
More benzene ring more stability.Seeove
-
See mn
in Ut
cs is ant,Rochak Points For RE
1, Equivalent RS have Mose RE
2. Aromatic compounds have Mose Panel
3. [Resonance Move Resonance Nowe RE
Ce ea RE eam CE ad
nil
Leet ae See+M/+R effect (€09) te:
Transfer of € from group to conjugate system
(group donates z € or lone pair)
i Reema ey
eT Dose SL)
rae
-M/-R effect (€"4)
MPLS mums Uma eco
on morc
(group withdraws x és or lone pair)
ats Dat
eet at aes)
Sa San Nee ile
aS eee
aS Rem arc tg Vacant oxbital 0
eC kas
i cn) tae aan
oO
= a aSoir @ cutis
M- effect works at only ortho & para position, itis absent on
meta position
ETH RU eee eT Ria Me UCR Teco
SOR ode NRO CMO IM INT eAMeR aE on lagged
x
Due to -m effect, conjugate system becomes é deficient so, this type of conjugate
BNET eM REA EOE TA MLC CLE) ECCLES CMe CACC CT AS
rece) yuna
Due to presence of +m group é density increases at conjugate system and system
Te BURR EN RS HER ee ewe T Rt CMTC Ley nCBLO irl aw geil - @)
4
Pits hole PIUR ese e lee eR MeO eR CBee omen La
mainly at ortho and para positions and hence ortho and para positions directed
for incoming electrophile (loves e-).
Ae pot aa
=F
CONTRA CORO eda Oe We ey rem ed IACMR a Lathe eco
density from ortho and para position hence meta directing for incoming electrophile.
aay ne i aa aiRITERIA FOR AROMATICITY
C
SO faa AY ARR alee aeRO Mey ML RTE Ry Cerrar
a cores
Se er es aud kaa)
RL’ Ca aL
: nn ey
OUT Reel RA Ld Oe ee
WCU CP
161234 fire 13, 5,7-—~CRITERIA FOR ANTIAROMATIC 8
[> i
It must have an|uninterrupted cyclic cloud of % electrons
The nm cloud must contain an\EVEN number of pairs of m electrons.
angen 12 12,3-- —
IMB rea FSO eNO eee wee)
TCR CLO ULL LLC
ae tetaro ated
oa ELLs
Non. nia
ar oe a ene cual
even NO-6P Paix op e~ Uae
cose—> for fused rings consider only only the largest Peripheral ring off electrons
—> Compounds with 70% (SUA REAcal s mn v4 Gouge at Pac
y
DR aL aa
——>(k Annulene 10> Nenasometic.
esa~
Y,
Delocalization of conjugated (C-H) sigma electrons with x-bond or positive
charge or free radical is called hyperconjugation or Star)
—— Distance independent effect
—- Stronger than Inductive and weaker than resonance effect
——> It is also known as NATHAN BAKER effect or NO BOND RESONANCE
en Ct COUT)? BT seme eee RegedAt least One % H should be present
Conjugation is shown by —> Carbocation R- cn “ia
(erm coe cm
ro a ca
See Ke 9
TTR esis aa
pas
jx- Carbon- Carbon directly attached to any Functional groups/ rom bond
ceefeeq+H_ EFFECT | _ ovesleppin aa -H EFFECT
CO (REVERSE HYPERCONJUGATION)
SU a ce ch) Bare or ek)
Me Oey pL KC)
ee CL Tiel CsBee a Obed
aa Soe Gal
Not involving C-H_ bond® i]
'
ELEC eae eT oe
= a
aaa) ea
Sead OF ALKENES
aialiig [oe oa
LN cH OM. aa
= i a
&; - » ata va
a)HEAT OF HYDROGENATION HEAT of COMBUSTION
loner PS
tae Ll ta HOC & No: oP C
BS ged f an ha Tae
a ra a rh
€ A war SE aLUTE a ate
ees iu ea
LS a at ae ald) Cea i
—> Hes CH> GD ey
@STABILITY OF INTERMEDIATES
ST col [ak ah a OL
i acne aa tl
Ere ee ae
Ma Ei x omerNa EUL NWO oe =e) 0 @)
De aka Cais ca} if Roce hd =a nm
<
SIGMA BOND RESONANCE ||Dancind Rego
RNS ROHeO,
i) Kary
ater isa
oeBaek
0) atlas
BASIC STRENGTH 4%. aa shbilly ST RGiad
rae es
p fend a
ny a NH air] po Fa " 4 ” ' 2
ee si] cg
Guup> TB Basicity |
, oe "a cs
pe y Ca Sas il pS ei ee
any a RNH, Oo uo
ee Ry Saale aN (on! Sorel
Lees Lae cae ee PRY ; Cee
Min ek ea eae a Raiae CH Sra Aicted aa
Organic compounds having TELL ad i = ) show this effect in
the presence of an attacking reagent only.
The effect is annulled as soon as the attacking reagent is removedive ELECTROMERIC EFFEC ive ELECTROMERIC EFFEC @
Ne
on c=C) Nar
ie shirt Bete Acs sa een
be N ar 2
ae as ne
ql