Org Chem Assi (Priya Ahlawat 20phs6130)

AAAiq nment1
amt rya -Ahlanat

CourAt- BSc(Phystcal ddence tit
K No. 20PHSG130
Chem/sty
tmester nd
ubiect Organic hemLtry

Jeather:-Arkaptl ohfa
Ansl ) uHh Na tALUtZ reantton)-
ALRyl nalide_m -reating laueth Nlamel
fndyehe olutHe ve Agher
akones N
CHs-L t Na tCHsI
etheh
Ahyodide
CHs-CH5 +Nlad
Butant
yodtde
) t h KCN
ne rearn ute nueltophtlfcsubstftu
Hen akul hali.deLR-X) ie, h y
doddde 2luN reaot wthKCN
Cuonide to_q1 a
AlcokutS
CHs-It KCN- Lis-Ca k
KCN
predminantlyionic ond prode
auidefens n olutfen, -A1Hmugh both
date elerkTDn_ pafrA but he attask
a t l teke
placeHugh_Cauhmm 0tmm
n d 10t Huough nftkhgen atom: STnce,
C - beud Ahere Aakle than
C-A bmd.
On reattlen A ethyl Padiode 12 ag.koh
ELLiead t S Aubsihtfon, todtde
grodAeautag ou andhudrxyL
greyb 0E_AfaLkV he -Calben
U4ronm he aLk
CHCHI koH_laq)- 2HH,OH kI

y_uL A0dlium aLLtatéi-
lhea L ODt CHyl Chlortde ufth odium
AAiate, 0e.Jet_eMe
Lait-+ Hl-C-ONlat CH-C-gi

Ans25-1 bromoprobane reactA more mpid
becaUAe =
Sfnce reacHen, has trans itfon_ dtate

as netormedtate n0 CaAbocatlbm rma-
l{ms aLeHheue and hueleophsle tack
acks
Entss Prdesred coboen, rom the back
Afde
Ihe mnfmum_hind prouided ds -the

PCanbem primary _moxtmum lroided
byheeltta cauhen.
Jhus puimany aLkyl halkde totEU g?NeSya
merhahesm (
KeastiN1hL arols jd Raction
Ant3 trfedal_cml acylatten reaLHon2

CL
Attts
C.OCH3
Chtro at etofphenene.-
Mechaptum
kttpI CH AtClg- Cl- ACly-
heue CH-C
CH-F0
0
alep Co
CHg-C0
H=Fo
CH3
P- Chiro Acetnpkenme
inA-L) Ala-0-N=o Alat0-NEo_
R-XtAla-ö=Neo R-o-AL=0
and Ago
N=O
CoNalent BonL
A
Ag
R X t Ag-o-N=0
Ato_Émtsan ambdient muclcophelic

becaune hasdhan kdlHeLONgen_and
mtrogenthrhLgh ohich_attack Nhdak
Place
NaALO9- predminantty foni &nol
ne b the oxy gen atans hOA a
hegate charN O=N=OMa*)
nuglkaphfli a-taak hcoh hea
negatie Charyed Ovy gen Vatoms gives
alkylntklete.
Aqnio A predmninahts CoMalent ond

bh_OXYeb and ntrdeen atms hu
Ane O AArogen Latam
aue mbre eosly anatloble orr bmd
DmaHn ndi/ Atnee _ntro aLkahes
tafned.
Ang58 AIraton Btnzene i-
prebauatHen nftrobseAzener ombnzene

D
m
+Ceno. ANOZ
Mechantamá
sepl Ntrfcarld arepti a proton m
sulphuric 0rld then oltudetates Drm
nftrdnlum en
HO-NO H-HSD, ND t Hao t Hsoy
rttekropite
dtep L NHIonfum fon art as On clectropKIle_fn

thtr feasks o h .
The he process uhich
benzene to A0hm an arenlum le
H
O=N
reenztne-
tConc HND3-TLOnC HSOy

And
LO NO2 ConcHAlOg_
Conct S0y
NO
0,m- dfnitrobentene
CL
CH-C CH=CH-CH,=,
Atky Atty
Benzy
CH=CH-C CHa-C
Aryl
Relatve rLasiihy uardsnuelenphi
reastinm
Ary halkdeay Allylhalidea Alkyl da

inl halidesz Benzyl Aalides
lanotfmm
( Aryl halides t mott Atable soniared
Nurlébphilic. eacHom_becaude t A
res mdnce att dmatfnghclfde qroup
so tÎncreakeN he aibelsts Afdhighly
feardine -tomuoauds Alu reax
T
CH CHg
KeAonance stable
CH3 CH3
CH
A l haltde z- n ally! haltdes t h deuble.

bd
ts conjug atf. And ft a s twD
fn
RSmance truictdue o -Henuelcopile
4tts Ottnched aste
CHCH-CH,-CL CH,=CH-CH
H CH=CH
it dtkul ao1fde Due do_ resonance, C-C

bmA becemmeA renge hate and can
not be eaaely repladed by nueleopkele.
4 appeued onlyhy mechanesm m
A 'A Jes sedetu omiauos AL
Nu CHNu+Cle
XH-Cl
Estunreactfve hrcause
fn)Vinyl Chlorfde
NeAdhance o l to lene paf e C So
Nny chlorfde become Accble and ess
reastve toadA hueleoplfl dubstttution
Neocti en.
CH CHC CACM-
(vBenzL hallde&
benzylholide hos h e haloqen a-he
bended an Sp 3 ybridl Vaacbe.
he Castb en a s aAmal ameurt f
.S Charactes 5% Jhua, c
eleetroneg attves
ns ) Pinacel--pfnacoteme rearrangment
h e pinacel-pihacolome eauOLnqhent l
a methed or cenuetfng a (p dfol o
A_Cabemyl U Cembound n organfc. Chemistry
he l=NeasKaugement akea place
unde actdteCcmdetfens
CH CH3
H Ckig- HC. -CH3
OH OH OH
pinacol
pinacolon
Mcch
CHsCHg H O
CH CH
OH OH
CH3 CHs CHs CHs
CHa=C - CH CH-C CCH
DH
s t t metyt
CH-CC=Hg C-CH
OH CH
)Aauhen-Heeach Kraxnd
OH
CempiexKTdfOTy
R-CEN+Ho
OH
H
tectro CNH
K-C=NH ib
OH 0H
NH
-NH NareryLis
,H
C
H
OH
OH
J
A Cetophahome.
iii) or Alcohal
Ho
CH M4 Ba CHgCH DH
Mg Br0H
Merua -
CH(Mq Br)*s
H H
CH3
HH,0
OH
Ch CH OOH - C H
CH3
Mger (oH) (L)
CH
CH H+CH, (Mgsr)- CH-CH-bH
MaBrDH
Micls
CHa tCHCMg.Br- CH-CH

0Mgr )
CHCH-0H
or 3 ALshbla
CH-C-Ha_tCHg Mq B
GHa
H C D H t +HabrOH
Mteh
CHs CH
CH (Mg Br)
CH3 Ho
CHo CH
Hor
CHa C OH+_M gLr OH
Mehel)
s mean ChloKDeNZene A (
deas rearsiye towasdselenophflez
hanbenzenL But, du tot s presece
em bendfu lekoni,they Can
olmate elejron_deulhy Kdonga
omaten -bond 'A Chlhn-
Ubenzen
UbenzeneallXo hawe Kesenance ASO
Chro benzene sta.ble Cembind
C

Org Chem Assi (Priya Ahlawat 20phs6130)

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AAAiq nment1

amt rya -Ahlanat

ubiect Organic hemLtry

CHCHI koH_laq)- 2HH,OH kI

Lait-+ Hl-C-ONlat CH-C-gi

Sfnce reacHen, has trans itfon_ dtate

Ihe mnfmum_hind prouided ds -the

KeastiN1hL arols jd Raction

Ant3 trfedal_cml acylatten reaLHon2

Ato_Émtsan ambdient muclcophelic

Aqnio A predmninahts CoMalent ond

Ang58 AIraton Btnzene i-

prebauatHen nftrobseAzener ombnzene

dtep L NHIonfum fon art as On clectropKIle_fn

tConc HND3-TLOnC HSOy

Ary halkdeay Allylhalidea Alkyl da

A l haltde z- n ally! haltdes t h deuble.

it dtkul ao1fde Due do_ resonance, C-C

A 'A Jes sedetu omiauos AL

CHa tCHCMg.Br- CH-CH

CHa C OH+_M gLr OH

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