Alkenes

rupan ations

*Eiination Racluwns

auh
sulh tha
that
a empound
albms om
oneual
T1-bend à prmad R-CH= CH 2
R-CHa-CH2 -AX CALKon)

Raclue
Flminatien
lo ups
E
E Eliinatum oimaleuulanu
3ininaticn_wimboula
9adion

Substuod)
R-CH2-CH2- Br
+Base
LAHatking aaqurt
R-CH CH2
3

R-CH CH 2

R-CH=eH2 +BH +81 (AIKene)

 Tuis s a stngle sip 7neacluon

n o kormalin inlmeduilu

Rat delirmunung stp: (RDS)

pu

The timo takn o the omplatuon

delomned Jy Te glouest sp)

RDS

Sulsstrat + Base Alkenet BHB

R-CH-CH-Br+ B, R-CH=CH

Rate d ulestrnt TBase

na k[Sadlstrale J[Base? Rak Eauatun

Sinte wo spues Anvcvedin ato eauatian mol1ulanul

tRis atin is 2
Bimdecula Reaclio
ECimuinatien Bmoluulan Readun-

Thansitien stai

Porenthay
Eneg Paoduct

n a ctantt
 The miumu
Pnogy9uaunod y
hahtld eneraH fpuiu liuo
uautant mulunles to wrdergo
e
ant m Product

Tharshold enexgy

poladha)
Ea (Pmdut)
ene0 H Fnexgy o Enetgy o
IRadtant) podud nactont
Keation toordanale

EaAdhvaien erexgy
Thoshdd erexg- eergy n0acant moleuu

AHD +Ve: Endotberuu

> -e : Exothemic

a k infa enway proxil indicapa ee sop An

wo eab wo Step zachan

TS1
T:SI
Thesahcld EA CCation

Produd
0Actant

Raclun oordinnu
 Nuhal 9 onsabl, slao
T Readuona wwtale Nautna) -Pa2
c
R-c +B 8 B: soloenk
H
mo (RD) CEndoBonu step)
cH3
Cg
R-C Br A
R-CO +:BUaving shep
Ch CH3
dissoualion subeat inlo mboralun
CH
CH2
S2
R RR 2H
CH CH3
LAlkene
2 depoturdtu)

udauularuty 1
Ratu k.[Sulserate
LDawwmeuuon gctuon

Euminatuon wimbtculan suaduco CE

Theze a0
Twse ae alled
allhd p- eliminatuzn uactens aB-hejdrogos
mane
 7 s

R- R-CE R-
Sobd

S-a TS-2
-I
CH 2 Tsa
R u

CH2
R CH3

REPARATONS OE ALKENES

ehydo Halogrotien
0
Alkyl Hallide

naapitsAlcchedi koH/NaoH.
kDH 2HDH
D
Ca Hs- GHg-o
CPoraasun Ethoride)
Bnang Jn than Alkoride A
OH
B28u Stheath OR OH
 CH2Cl- B
2sD & al. kol

B
CH2 Clh= +BC,HgO
BY
This hoactuon alles B elminaion
al kot

Br R-DH

Hew many poduda wihu majas

HB 2-bul ne

7 H2 Ca -CHCH-CHg

BrR-S
a-CHCH CH Hsc-CH-CH=CH2
BY

Haien noduck oDapends Br 2er

Base

Lighen Base Heave Base

Staritally More irded
Ab caly ls kindesad CH3 t-utoxic
Ctk-CH,-CH,- acid
 dagots base

CH- CH CH - Cu
.

que Eulpn vrhi

Sununatm
Mn 2ubsthuld alkn

1 -CH:CH -CH

omaian m uheblud alker

ALLRding4 Sautzelu

4,C--o -kiony budoxide i

CH
dur to las mell

ohetrad -Hp adily an Hp

laBulesthu dkau Bmyur podut
aman
0 produd EHL-CH2-CH CH2 mono sulaHtalad:

digha hse
Havier base Bwsshutad alkone

Stalolity of alkans d rDo wdngen

 Selgdration Altohb
ont SD4 lenpraluvnt dperds on
--0 A
natiru sulshste

HS04 HSD4
-CH-0H -M0H,
HSO4
CH > CH-CHa4,o

sou
atalst ie, ehydrahng
agund
SD4 ads as a

alohol 170.C 80
2 altohelz 100-14o
alcohel> 25c 80
int paxidad?
if suuexd dapuatine
whad happens
dlininalienulsthurion iakes plaa
ingkad Ehex s bned
CDnt.23b4

CH-CH2-O

CHs-C4,-0OH
CH-Ch-OH

CHCH2
OH-CHCH3 tH0.

H, CH2-CH3

1
Ethe
 Eliminaltion

Order

E metl
Com.Hs

n e mentuened
1 onp
onp
Suhiiond hat a povidad tor dimunalon

D2 arben
Hove,-OHa pndad
9mechauam

OuL

LaIsugeman
h-shitt
Carhocaluon

HGe:alrangemo.
Omajor

no YeaYrangemlud

Chmino
 In auanlemary axboalion, muy zhilt tak
placeto. atau)Staliity
t

C-C-C-C
2, CH C G-C-

Co

NEhDDeuydnalien

tont.H,S4 pduuE?
110 major product 2
od1-

-HO
-Hp
imHSD4)
wima earoannpnat Aamargemoi
a

slee hntunmadinto -orm

maor
 Not
Heu substilutad alkeoe is majo podut
NboB- hujdmogon wo. possible alk
hkes plau
Cxpanauon
ruy
U4 mmlorvd ung wlh tho anben
akachud
atrchud taoying esiline chang
menlod nng oilk abon atadd

4ying pesulie thange

Elinmn atian
polysis 3 e uda
O

Ha02 PCH3 +OH

CH3 cH

B-ebinaten
l Ain mida)
N-A
CH3 Pincthye Hypbionl io
Ho, ebase yst altackn n side
puct vsiad s
pu:entiaidesistie sAe madeuls
allhd Elnuntion Tntramolaular (E).
S Arnin 02 A
A B u moluus
ISoL
B kubogen

-
 aNauilada
takes thi mast
nEmethaniam, base
batenwith is haing
Hycrgen
hauung
hydnopn -
ess upulsion alken s
hast substitulid
Inlepk ,usaition,
.
majon Padut
113 14
Bruakingb1 hadu
Parolias of eslas:

V + 0={
A1 C
c
Calkere
lcanborlic aids

- udngs, IGydngpn
pnmasy nndsuenday
Amen
Hheng
eliungted
get
kBemethanism

imeleuula uenguaiadi
Eununation
CEacB atien)

Takus plae in wmpound

dainung POor leneing gmups
on ore
-cH- CH-CH3 C,Hs0
alt. ko4
-
 FE
lonyugat bue
.
Cintamedinu).
(RDS)
Slew ph--CA =CH-CH
ph-C-CHCH-CU

Rnte Ltonyvgt attk

Rala-klinjugate has)
mauulanty=L

Enag p
EREA

enet
CBose

o phodinta t
FLacharns
eochon ladinae
 halngratiun dinalides
thablidx Viuina)2 d, -cH2 a umatudlwe Caan
wwdaining halogora)
gemira. One Carbon rdainung
2 halogens)

CHCH3bt HC=0 ZnBr

Br
vitina dibromide)
Tha suadion udi- oumunation
2n
-C -CHa OH
2
A Br Br

Aci Elimnation

C.
CH 3

Cis Atkence)02

Ahci Elmwraluon 2 s Alkexa

 '
Audi Elminalion

CH3
=¢hii

Tas AIkene

Meso lhans

Ss RR Enardiemar a

Pothal Raducun Alkyns

nAlke
H2T HC-CHCH-CH
H3C-LsC-CH
LCant be Halpd
Lentlad)
H3c-cH,-H-tHa
Alkane
Usirg "nduan's alalg

+Pa.BasS04 uindine

SynAad CH
H =

PA

s Alke) CA
C=C
 OCupua fe ansauo palladiun dueo whih
paladiun and nesid
Myobugon dekathas wm
onmalion alkane
indlans noagot s xd b prepane u- albont

Bouh nodudian
Panhial
Ptrhial aduction e alkynes -o pedue dhane-alkns

H-CEC-CH4Natlia, NH
Na7Nate
CHs

CHg
Nate

C N 4

2NI,+2NG 2NaNH,
Hrans Atkene

(adalyt: 4
Reduucin wsung h
CHhtpe NI, B
C+CooNI NaB44

Celleidal sok. Nickol Bonde PaCadalyst

Black
HC- C CH-CH
Pat HC CEC-C3 Ni,B
s-alkene)
ttydsuoution Alkynas.
BHe THF
C C-CH hAlg(ooH H
-BH
kolbes elatrsa:

CA-Coo 2
CH-coLO Uwa +2koH H,

Wlehia Repdeot
Alkona asupoducedtiom aldekhydos Cor) kolones

CGHs) P H t-H
Cgh -C

6Hst PCH2
GHPEo
2
C-
C 3
g
 Buopeis of Akaves
AUkens ML 0alwe Ran alkanes.
hC=CH-CH 3
S Sps Csps2CspL
8 phaana of T-bend luralmatuan), Alkanes
undoyradduun 0adubnsA
ELcbhoplkilic AMdinen Piadiona
CH2 C 4
Llaap cation omaliuoO
CH-CH =CH + E

CHC-CH2
CH-CH
E 2orbouatim
Lasboatin) tmrsala
mapr

Eudnophile alta the Jaat sulbtildarkon se-

hat mon zalke astoaien ormad
Mankoni kov's aule

0 lahalutie tydsoganaluon AIkenes

NT
R-CH=CHg +Hap P CH2-tH3
CAIkane
Saret Sabatiens- Sandesens Ructu
 2 HYDAohalegmation(AHdulion gf H)
+HBr CH3-H-2
HC-CH CH2
H

-BomopopansH -CH2

N: whunwen arbovatien a komed an intemodiat

2skangemet may ake plau

CH-qH -CHH 3 H - -4-Cu

CH3
-tHa Hdide shit
137
BY
A4C--CH,-CH3 (a-BomD a-mfbudana)
CH2

CHg CH =CH+HB R02 2HCHCH

(peronide) (1-Bromo propanL)
HB +B
h
R-O R R-D+0-R
OR

R-OH Br: lelktophilk)

Cynce sadial)
 2tpR
-CH= CH S C-- H 2

C1- Bomo popne CHCHa- C3

Adi Haskonikov's Aldhon
Kasnash Eflect
lor) exide Efe br

C CH-CH3
4C-CH =CHa 4Htdor R2
HT) HE 2- chloo popane)
HMayor)
N pokide eefecta na otaued i HElHH

S n case cHE EHL R02 aR-D2R-

HC-CH=CH2
for H-FG H-t_21221
R tor H-Br
&ET-222z

-C,
H-LH-CH

HI
R,02 h2p_o > R-oH

Behove alkneatatkor T

H-CH= CH + A2 H2C-U-CH-T

T+T S2 availabiliy denass

ho
 Alyic Bromunaln NES
H-CH CU hu
NBS> N- Bromouuinimude

Coo
CH2
CH
CoOH COoH
Sutuinic aid)
malenu auid) enalic aid)

C!2- -o H 2 ISurum
CH2 O H
-20 ahlypdrd)
N3

CHa
CH2 N-H

C 2 (Sutcinimide
Lonssium Suteinimide)

C N -
Br
B r
(N-Bomo Suunimida)
NBS

N By

CHa=CH H tB al2 CH- cu, +*

cH 0-CH H,-CH =CH,rsonana
stallaud

N-BrH

N-H Br
Suctiwinude

CHCH-CH t B y C=CH-H2-Br+Br
y Boide)
3-Bromo popn

CH=c-C C N HL=C-CH2
BY
NES

(Major) BY

lottd ho poduils inuding stureeaR

Br
hoo eocoi
ho.&oeD L30mes>24.

BY
12 5l2020

Halogenalu
R-CH CH, 4Br cUt

R-CH CH 4B t R-CH CH2+B

R-C- CH2
uhnlimaditi
Bromaniun hon)

B
R- CHCH 2 (Vira) dilaunids)
Br
Heu, uasboalken a n kprmd t wic boneiun
boawn
MET mad as inlinmedialu

CH-CH-CH CH2 Br cU4

Br Br
China C-CHC-H

Yoduc ma e: mo wmpeurd 2,s)

Ratumic mtuna &,R) or (s,s)

whi ormad duperds en:

a 1Trana alkene
alkene-

CHg

14
arch addihen
 e s,s)+(RR) ale
Br S
BC

Nol li - Alkene Adi Adaition > Rauin widure P,2GE,S)

rans- Alke
C2

Br

L tH3 2

CmBo Cmpeund).

NotrTran Alkoe Ar AddiuenNakouenpaund R,s)

 dilien Br inH,o
4BYa
CH-CH= CH- CH 0
UtHD HoU.
X 4o HOX

Br,H o UBr
H--Br- B

B
lgC CH CH-CH+
C-CH- CH-CH3

O
HC-CH- CH-CI

s-AlKone Kalyun

C Trans-AlKone does podu

C Meaouenmpenurnd
plane 3mmyhy wl anl
magnitude as

Hypmun (gie ohohel)

auid aalygod hydtuo
C-CH=CHa * Po HO
2hC-C - C2

O ,OH
CH- CH +,304 HsD4
C-CH - 2
(9 popant Harkewkov's addalun 4