REACTI Ns OF A kyl HAUDEk
SN 2 Reactions
Nncltephilic Sub tation and thinánation
Istep
oha ( omerted)
tht pa ın ocurs l
Nuchophhe Sustion (Sw and su»)
B ck-
1a huele ophalie nplnocs a leaing ove pron n Coton
* Ha) mola gond lariog gorp (1lo gao tt lons)
Rate Lau a seemgd
Rne k RxJ(wa)
AHnuh
brde.
5hong Mveleophl a ncks
h n H,▇ ▇ and
inri▇
t lean nnd
Nu
hmle, pain
Ehminatiwn (EI and e2)
Halde leweI with aa flar
sllken T eRS DN IN Swz Rench
mdp
s
mly happ i p rs sha is a chiral ce te
8–Hp
Subotrat has
pa DcH
TERMS T0 KNOw rh
tat D Esu'
S
Elaetaphle: eleohban paie aceptoe, t chorged, le
hirą
chj al
Nuclcophiles clecton paie donnr, - charged,kwnt Bey
"Nucleophile
h
A Mao
flectrophile
H,
hi g
oh
bstoate; compond aHncked by the Hagot
viog Gop :Hhe gn p -faat leave
snbsłitrlior br elinanat n
PoRTANT
awd
Ma SNz Reqiroments
Ac▇
Stoong Wvele ophile
Nac-
Nu
Sn strate mist
+X
Tmnghog Stete : higut esrgy sta htrcen f
rnoantt nd poduck
ne
-
N,- L Br
ly l okt tk in qtin:
gukctmde aoc prod et
w teale CN▇ pr d t
" *sR "d
o 2°
What m ke a stnong Nveles phle ?
Strng Nuclk spholes an ls tab and mad Hachin
Anons an btte tha Nnto l (Watt- Al o w " wek
2.
3.
tng Nucleophale :
H
AA.
eithc CHsX,
Elctranagohaty:
act▇
E.N
Atoni siu:
1 ach▇
. kswnanu: o Rew ee er nsonahesi onr rencta
. fpHhing clse h Hhe tar
ilas e o
Largest Śi
M yt fencta e
CL A S S IF Y.
u embm chain,
ch
noaes Cwo
s r.N
(eg ane
N
Cl i
ien of Alkyl Halide
maku a goool 14
Wh
ng rovp?
Elect n withdm ng
Al
H lid (Helw alkmnc)
Hon br gau thoet demus elehon d sity pan
ighb ng atomt tyan ds ihal
hnuted t an ▇ ▇ cabon
Balogtn is
Elecon dosity is
Br
pobabihty f pin dng e
echen i a part cnlo part o o a tol
x
Allylie Halide
Halegen is NOr dinetly ohnet l+o aLar ▇ wHt, =bond
w
HB ZT
e S+ bilty
u Wcak B ts ( onjvvgat basa of słroag med )
e Wtae
vinyl Halide
Ha gen 1S nctly Comns e) + a c s wi a
SAD .l.
nd,baa pasto.
" "or
Jond
*NH
o Po aab
echans can moe frsly tune
B
srtiachog,
tangan bondjng in fronri)on ntr T u1
Aryl Ha
Ha gen is Connucted 4 an arn tle/
C
Br
so ENTs CAN AFF ECr TH
Snbstr (Electphul)
t les sttie strmn
bettee substoate
d 4h
APR TI SO
racha will ce
paster
Pola
uC▇ ▇
▇ur SNz
T
Hydag Bandin is N
POss1B
Stee Straio; When, to s a tuo clse, Ho - ah np kn Alow melorpile to Aoy pnly nd con tren mobs
a wrob nooophale
N2 Rtaction Deuus:
B t
Ex.
*Hs X
f
yg e
prtie olnts
.
▇pten vsd a die b mk
, Ro cu is Beta Branding (b ching)
*Br
ENe Ruache
3
D
"B.
DoEC woT oc uR :
diethy
ethC
Anl NalidVingl Halid
CLA S S |F Y
Hs
HC–C
cet itn|e
.
(N, H PA
tN Reactons
Racemi혜tj n
R ENto occard when nlooph le ataakt pront
'Z STeS
reemd
o as
oLro▇ bccaVse 4 ▇
ucleophe i als
hsolret
beges toms corigmbo /bond Ae
/ vERS DN ours when nveop l dt a bnct sid atah
Don /6 nd type
ch ong s eanfig"
RACEM국 Ti ) is a Conbindhe o retento and ntalo
Rat * k RxJ
C
GNI Mechams
Gtep
laering s sp keovU end prm t rbottnaa
(Rek dekrweniy C / l비 clep )
+
tep
: Nueleoph
H 0:
N
iv rs1며
이ttacks Carboatrwn
우
A쓰,
( p 3: Rep
0:기
의
배
(
H
OMPoRTANT
Main SN Regui mcwts
enate Ote
evtral Nuelkeophle
prm prodnceke
Snbstok mvst b enhe Allylic, 3" or
쓰Q
0Lv NT
SNI (t마bchemst y: Racemitation
PR Tl6
ec rd whan a chiral carbon gos 1onld (porg m)
nd beGo m)
N(,0
psbl
Myoogen bondng
Spe
* nnchwn
of Potic
lmth:
0ー
R-0R
:x
Atep 2: * Can wtack fom efr pod
d prots (4*)
St bi) s c rbvcat베 wheh Ies
l t (a breation
‘
a has
m0st pol서
plnnnr chinalcnbv ▇
(t p 1a 16ri제at에 o an s 'carbon becomes
tp2
Br하 For w
0 V TS
b rk
En and
R- N Hz
히
c
Sole서 ach as notral melophl
bstratea
SN Racton Ocors,'
st
Beayle
Ay
Ally
P
op ten v d as c btober
E aptmg: I lywi M ▇ 이inheehet narpomht
(W Riact b
C LA S SIF Y ·
d cen;
1P C X
Ay Halid via Ha d
wing Grou
the NeHter 4e bodog s pudte i su nnotho
T B
)
8 ST
MD t Reactire
DRS
sy keachive
R-
-Be
R-C
/ El Rearrang nts
s Rearrangenonts ·
HYDRI G HFT
1 oing n Hydagar wrd bond to a dppeunt iarbyn
in ordeo t= gr a h al cabeh
uE: When a 2ª arbeurtienls ret to a 3º canbm
Br
MHy
J ItT (
T
if▇
, m ving an eky gvp and ih
a orde to get 1 ha ceble (ncsentien
c Ue; When a 2º enbutnt
huxt
n Y C nbon
"NI tuptibn: l ubconti
an SN| nachon moy otevr with al g btente i
Hu is
Th
is
na cangununt
y prdueł noHting fan 4 pnoemgint
D obstrnd (Majpr Podact)
* whrcahan n hy watal n p hofl
eerorpumut wbke l lendig oop▇
in *—
)
gie
62 Reactmo f ampk
E2 R ac t on
X ,
|ste
No
Rote law is Second Ordu
Rat
k[RXJrBace]
E Stera heosho
Ea M chanism
Stp : Steng bau ron
pretus f n h carbwn
n
bning gop (beja (arboe), the leing
hut
gag lans and prhy k alkns podueł.
e“
Cosplan e; tta Wydngen nond lening Gmop w ▇
p
C
+Y
Arhi - ooplanar': Hydogca and Haiogua a arli c ch h ( |
Awt*peplanar t ieltli ▇ (1 ▇ 17 ▇
Anti
MPORTANT
Man a Rugir
sta 1
flew tng)
= I8
nts
Htong Wweieaphoie (stang Baa)
n6strote wvst he ghr sor
JSTEREO
ECTI T
Usc Baita e Ru e por Non- bulky ba
yn - maplaaen; ydgor a Halojon eclipse ach pfhnc ( 0')
Fcl
d
(hig h Frp)
0i D" *
Et React)90s IHench sty
When tus on a ydago
gst trao and a alkaay
Ha D,
e
|n
Hop io
s4ns bita
X
n' Ruk F belky by
Nyhen Hhen' paly | bydhason In 4 sat
g
Ex pks
Pot S |
- b ok
N
thylami
CLA sSIFY.
pad ct
taeni ▇ w
E React
słeps
Rare law is fıt order
k (Rx )
Re e
Meehanis
group*Ica aad prenc carbaorti
S ep(Ra1 cLeani
dertteagaining
etee /s ow step)
C-
- .
+
Stepf rm :g Deprvtosa
ien by a Weak basc (y ly 4ha (o i)
4h alkeav
6.
+ B H
N
Mai
I Reginete
Nevtoal Nueleophilo/Weak Nuckoph| (Wial Bas()
. Snbstenh mst be th
Alyke, 3" .
NCOC1io s
Sinu th ngviAmnt fae SMI and tl a
ll perm S l and El prdatt.
CH
N
X
jalu, ty
0
