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,, I ntro

, CornP*d, oly sqvbon I Hudrcgen on$.


H yd rucq rbon
a
"h hul dt;ti c arbcn d ail1 "U 6-+
@ €xorflp I e-r i'n '

L) cN 6 "--) Campve'use{ N a+uroJ @"o


q
uto.r'n e-d by
3) Lf.r c,, ---t L'quol'ft'td rrqfur.oJ ,\r,; o
u;fice,h'on fb
n a*-.trat 1*t)
4) Pel-re I

Cbtal'ned bg {*t h'on'tl t{-r!{" tta-hbr


s) a) fe-s*l
o
$ Pe'fvaleunt '

e ) ke roJen €

+) CoOl 1or, deltyuc*r've {'spllafi'on of- Laa'L'


Y
o pigdro c,,v_bon ds a-Lsa wded {"r raen".f" a*-are o $, PetS{y1et-s

ex l- eYhen e, Pol 9 P*P*' P'lY sQ rew-


PrlY
i Cliossf 'u*lon
voCQ rb CID

Sa*eirc.ted Unsc'l-u rcuF'd firumah'c


nn u-tfi'f lebonQ d \t d^ a tr',9 d toc axbor
C.*c o*nc{ C-14 C-C r;,fi.eri"fng d)erna*e
C=C
Slngle bencl od 'Sioq lt onU dou-ble
c=c rrnls A haung
QlKan t OY
f4n * 2)^ e)e ctYoa '
open cb c*{''} 8 C -c sf ry lel>end teo bh
C n !-1 zni-Z i*5&lj(clrl

ct"oo.lJ<ane
c-c doubleWnd
Q err l-121
cloged chcuni, e-c Si n1le lrand

W, '+ a^LKg ri e
c-*c taple bond
LoHzn^z
q tka-n e
? CnHzn+L
. pqrct.ffi-r'n [te,x r(a,*l,r)
found dn
o LYl4 + firsf rne rrrlbet,u rrrelhan e i CDelmfqu I rnarthg ptatet
,n ,sp3 hybn'etizq|-isy1 (r"y.4 edril) 4 laql'so
:n

C*C c* 14

oV erl aP sf -+b *z- s


tsond Lq^lth t,t4 A o l.lt> A'
8o-Ss ?G)
qt'b Y\AL
Bon{
"nwg\ I

q"nsrd rnefhods D Pref: qYa.h o n


nahbn
Frorn Un Ya* ( hg Ca
1$/ z Ree; c
tww) NCrel
L(^J
@ Soda
x lahbn
CavU o eau kolbels ecfrottr,
,J

2';"73f;#[,jlj:'fr',
S unsafu recl H,gdrocorbon H,
Dr
@
+ HI
RecucHcn qBbY 0Y LrAJFly W
@ "t'k6- hatu'd-o hluY'tz- LYfi
CoYu1 house SYnther fs
Fr*n kland Qeac'trbn

Soc{a -Urne d e cqrboxY'{'ah'oo


@ Cqrbor ic q q'd
korbe, elec* *tf

@ nard --7. B01 , HCI11, R;sH-B


Req U^r +-t,
(,Drnooun{ h *'n3
q .h'u. hy dro leh '
hr'gb sY cJJ<enes "

.---) aJJ<6X h"Li&4* -


R-yl ?-x + &t
Red P}HI
q 6dr@acr'd de# vnflve, ctlHant
alcoh pl, a-{d ehg dr, Kelatw, ewba1;,U e f -ro'c
@
alden?drl l<efo*t P
ruolfi' Irr'shner Re4utl'on
@ <--rJ Clernrnensen kduch'oo
Fro nt U n sc*u ra.Led dwcaYbarl
@
t Ranaf i
C=C
Hz I Pd P C- C
L
OY

CZ C

t. i ruf (' n
e c =c 2 o0c Sab.rtfer s > ardeYen'g rY

pf
L 4 .,;ii
0
Zne -) Poutdevform
n

.F Nqo H -, N"
I
?unq sl -4 X l/nt

o M@'-' ioq'nob forrrlad'


rel a e/
;dii
r's af olr .dT(t3'"
*amt at'a'o
":
npno*lo\
e s
he h
.V

-4 ]rI 'an o$
l'x ea,l-
hyd 4*tn H
e
sffi}trffi r) a,
' c{g*cHs
f..t I
Fb, Pd,RA

y Flzc ch-l> 2,aa'c l'oorntemb

il l' H>- c't4 >*'(H3


?L Pd, e
frz t'.1

G-x CHg"_ cH = cHz >0 o'e Y6t WP


P(r ?d,?ana4fli tHg *c\t-Lfr3
Q.l-t rti
rDaffl l<rq
v - (-=L -H
I
3 ffiL
h

.i i
frorfi alk hcl)t'dx
Reduch'on o alk baHa-t

C zn & Hcl (rn aq'd )


6 zn v cFt3::- 1fl J.L
l-lL

R-X + 11* *1 'P--Fl + H **X

HI ilr*, "f-Hz %?n


@ RedP + Ftcl
.l-
@ Li rtr t 144 Zf"l,H'i tzH
C2ll5Ll f Hz , o

o Zn -Cu eou]>le in c*.0!{


,) ,, c$3cv;ct1r-ct JW
J
Hcl

@ Ar - l+1 )t
I+H> env'dHz'cw
+Hcl
*X
' 2fn olc R a R-R t zNafi
-'X + PNq +
B" Llhev
R
r Pree v-qdr'c al ln lerrn edia-t e '

I Ht3 her 8 Sq rnfnefri'ea"l ilRane't QYe forrned'


L- @E@oq
auult" the flurnber o{* d-tJ<;lf, hal-r'Ce +a"YLn
u
are
" L0hefl boHa dkqL ha.b'd e-L qre di ffere ot , then ?,P* fovooo
nu mofC.
*a, uouYt z ils noob Autrtable nrttho4 fo v alXan* oh odd
Czl{s T .f- cH3L N C: Hs-(2 l-lg
'r\Je.fu(V
"{ cfl3 *c H3
(2fi r *cfl3
. aeH3BY .f- )Nq fW c?t3*cn" f z NqBr

" gceHrbY +- &rrre * *, caHs -c2uv * tt

l"
rrtale Na I n dzrX elher3l*ru
ry 2 rnole-'r o5 iso pucpU! chlor.'":-p' u:rtb 2-

1S -'dtLtelheY
) ---'--t
f cH3 -ln 'cH3 ;2 NQ
LHZ- tI -*cfl3 LHz* cf *tt4s
t-lh * ttl * er)3 ciJs * c[4 * ct43
$ Llq gh iso Prapf chlo?n'd-s g etbt+lchlon'dl
(j
ore LaJ<en ary'frX No e dn1 el-tu^.
@
cl-l 3* cH2.-Ll
LHg-cH-cH3
CI t

cH3- ajn * t4g Cl-t3 -CH 2c

6
LJ- *iHZ
* Cl'i 9 eHs*cH z*Ulz-<Hg al c H
CHz*
Crr a - Cl"l
eH 2 - c-HS
H3*Cl"l
I
Cfr3 b,*aru
z-l
C
t3 -
Z'melt'$ bulanc"
z, 3'- cU
r "fnJl b".J-eff-
r TAT) k lart 4 Rea ch 'ort
Dry B- a + 7ny,2-
X +ZN +X
R etbe r
R

B-/
Qrzn + znXz
FranKland renjen+

G,u,[
70 Qus -czHs
&, Ca Ff g -cl dvrl e-+ner
Cor *hou.s e - nlnesls
a L;d,ed Ya*lon off,dKonex .r,nlaini add r'to ofi^ Cotbon '
$or Pn"P^ w R t
R-x Li
cutr
R*CU-Li
ld R
-x R-p '
Ufhiuqcb'alr# L>PP*Y +
r efih R*cu
&/lrnan's
+
c-o) Lf-x
80 canbanrbn

rban fon lnftrnn"


il^Ie
Bhalp hr.l.s * lervs sk nlc
a CA crawdgn, e
o N hdid.!"

4€A,f@€:_q€agg
8u-e clJa *cH z-cl Lf C'llg*cllz *CH3 + Li*Ll
@ cru @
t @ cl-13 - cl
c,lz-nP
rbax fru'
C,-ut1icsodr pO oh
o-h'on @
a *Ume Dcca r-b olt
a$ N o/ t".
C4 o
QricrUrn"
t'arb axyt^'c a,ed sd*
. Salu raled r:filno
o
ll :-
R
+-
c -a
p1a ol{
R-tt
NCI t-Go t A
t
NQz La\
(' etarb o*Alah'an e

e ?v rc w ofr* re-nn c' v 0


bu'I add i-l
6 Rerno Ya "* Lo al4 q""+ 2
recscFant
rned I'g ofie g2rbcn less tbfrn
a a))<an e for
te'athbn
" hte? dcwn rf,ned)'te' R*fe obd, "'#;il n
o Co rbanlo n lnte , T-CI lqtia

a N4 oH cao Hz f NqzLob
&tr{
€- *0
NA,
..L
gas
H- J' A
ct-te c) eLarbaxy la)ion*e HYdraSen
Aodt, wm,farm -,
o Cac 1* NOz La 3
*J-d *o
.f OH ct4 4
-g-rll Cl-ia A

* r11€thgne, Car\be ?'"1'o'ed"


t ihtu,lLoarly,{*QreP,-el.ltonl;a..fi)eLarbona-fam
9{mpl9 bq hea*lng '
-
*hen decarboxfatian ocrtlrs
- ( -aol4
L CHg*LaoH * Loz*
cHz{coo H

b e Ceu) e*
a
etl
Cfr{bio't1 {on CHz*c *oH
J onan L Q -)
Qes
)Sto_r, e
oYdetr 0f f"lloi^tln1-:*
&un Qivea +ha Yee c+, " i+Y CH =-1- LooH
c|z -- cVl* Lo a H
cflg-eH2-coDtl
cH3 * cq2..
a , CH 2=cH
cy1-=P

e>b7c
-=
!)l Kolb s e)ec4,*al rk
"t
Adt
eleclro [7's rls o$' Sa.tu rqted
:rnanoCavbaxyt) a aa'dno fi-
\i
t\ Wnfurn.I>o
l b
ll' ,l!<rfrolY*Q, R-e l&lo, t&Nqun *lt:
&" R* (,- oNa Crr*hodt '
fr
.. ..

-ele*lwl#sl;) ceHi'-c* H! +aLo t e NqoH 4-H2-


&CaHs-c'oNa anoA* b* odL

rnechanbrn q+
(' bYeak fntu
Hz0 *. ep H5( o 0* +aN Z'clnS lt{)
2 Csl-lsr codNat electml7t r'e 1 6alr{ r
C fonic rornPct)

eil anodt ( t) 4 Hs +,C-A L


I ezfiS* C-o*
Ca

'?. CPHstoCI
J rq ca Hs | LoY
c:Hs *
^a
A o* t'S'tc*eO bi
+ e '6gg6d),
C -U
if
o C2fl5*C1tl5
+ >1fl z-
o
ala,fi 5 coo

Lo,*ho&s
.) f+ H
l")
Z?
a'tta d*fi of vl2 c,yfk&+tr'
te*
'Nq
N
Y,
NcrO +
rf

2 Na'
J.
.l* z €* *-a2N o
*l-12
2 Nq + f-lzO -i zNcl0H T

+ Fucoo Nq R *R ; g'r-B'l l- Rt*Ptt


+ LLsz + :_Nqo 6
lHz

n Ftree Ra;5'cot @'tnL(Y"YmeiloJe


o Pt-l g61u-h'on intrea''u CNc{ol-t {a** "*r*1
"b
p rnethane Co-dt be pre
f,ared,
rt f,'aYd @

g r t-o.lre acfive hg{rcgen I f" r{nS oJkarw''


-fi)*O-H *+ Q-l-f 't- -s/l'o
R M oL -*X + m4'*lo.-
{ u--
-
-&f)- o-R --, R-H +
R
* R*r-r + me{JH.-a
i 1) -NH.-
n'{ n 0 0 [ a th've H ud rogen t't)
. T}rrs rn et-hod is u:'ed r'o $l
c-ornpot-tne] 'Lrrr€ L-Jifi n'"f+t'
meFh*d)

*1 hfifwn alk^nl
G'R Reqcl -+ a*Yl h&U'"Lr
@ x
R r"t x +P-lx *--)R-Rr +n1 -;x
so_
&
p r-V*s

c au'd
alwhol oJd eh d,othafaru' B Aarbox
R.ea uclrbn
o
ked P,HT
oc
lso
P R.-H + Hzo + Tz*
8-0 H ir-H I, lf0 L

+ ,t ,+- &,'l
,) A.-cH3
R*ctlo 4HI
0
11 l- 2"r,
R-J.-al R-c rlr*Rt +
4Hr
o
*$rr
z +
tt
Q -I-orl B,*cfr
a n'r "l/ AL
h
,A
Q- E *e1
q_eH3 Red P
6HL Te{n,vu T>{or{n(4 f n
0 t-h( rro ,

R-N-oE+
k-tHg
6Hr 2,P +8Tz
-&Ptt
ddeh1 ds'kelont
crlol[' Kr'shn€r vedn
o I gdroz'nc
H.. )t
ll O NHz - NHr- eLLkany.,

,/c\ /cy
@ koH

gf emrn eqslq QzaT


H
a
zD?.14 g
v eLF arL{
I I Hcl
,/t\
,zc \ @

ph coL pro7ertt1

(i )
Cr* Cq u &* !*.-i

ir' C5 "- cr+ lr'q

urhi te- sol id


7Crc LilatY

o f)€o PAtane v* Wqxof,Lt 1 lwh*a"rt o


*'f ?e*aqv<
tif ,r 8.P. o{ f,notecrr-{-wt
b"P" ol .n - penhan e 7 s aperrtatte >
I
neo
F"W
no of Srlde *ain
o0r
rl3 ev)'en 'n a af" LqYbc{t a.lam Lva rncr€-
0r) [0,1. P -a aJJ;<arne-r 1', o-ur i

r"'1 P" than its ne\hbCILtYs,. ]1


du e ta 5 g rnrn e*{Y
.b

Packin3 e-Wid"tYg f
|.

[!v) a).V.anex a,nx{ttert f n nature bec&u e-


attd c *H -Siqma boads 5'{'- g+Yafiq
r I henuda nat
C*C A bre-qL
eaA4ld.

@ s C*I'l So, thu) sre- non.-polQr ,


A€n: o A€nY a
U
vanderugq"ll {o"*
La)
fi esotl't pvtnltc
oht fhe rnt'c
€ Xo
HoJngen ,h'on endotherm l'c
O sabsgfr,H,n lodr aatlon endo*hevm
r'c,

Nitrahbn
SuJ,Pnonuh'"fi
fleoc h'o
onoJt'ofi (ee"d
Ch[oroS uj-l;,h

@ Co*b{r-r h'oa'l
ii
i
axidah'ort
f
@dW
lsorneYt zoit'on
I

p5ml3xf s
"\

@ flerchon u'r'Fh sl<-onn'


Hal ena'h'or)
,fr hatngen a

Hgdrog en f** a)Xa-ne t' s'rLV taced


+ Ny
Lr- R-X + H x
@-H
Real ent I uY tA^-
h'F a
te'^n P L eso '- u
sa c-)

Percrr'd* * x:': [clr ar") g'H >t'H > l"H


a}lrnr," o
a Reac*r'-rr'lq o[ HYdo'9 en TD,
te en e , XT
t; lg- 7 f4rz2 reat
o not
o e, hcr-Lo3 at v-sm t:e
9 very Slor
Tp1$.e,verx aPeul.rslat
f n darl< -aoxfdl:J,g \
f iioa I l",NI
, Frce rc1c{r'e rul a-nechanrlrn sE {nvalvea 3 gtep<
r) cl,a-rn@ n ih' I

z) C-1.*rq d P
!.

n @ Termr n a)rio
n
z) CXaJ

Chlo rirta,h'on
,
CVla * cl z h L$-- CH3c
I
C,l2. . CNl2cl2
l)f
c+tc,*#
l*" tcl q
-.4
h&
i
6 uoa W a,n+ cH gct (rnalov pteaur*)
eH4
(exee s e;

endo lhermic)
cha"rn in i h''a#at} (
hJ c
a
+ c,
a

I
e
-cl honolyole

a*h'a n
Chc,r-in

cr) ,n CFl4 +Cl ' [q-cL{3 lHcl


' l-13' a*fucKS 0n Secand rndl eu.b of
C:
chlarlne ttt form lsel
g clo
cl-cl h*- CHvc I *ct
___7
ta

b)
I

cH; 't-

it selft crnd proc)"u*- I'q .{ar* .-ul


fi sLeP (b) repeaJ_.s
SteF (a)
'pw nar.,o6hqe4 hKF*,
roer* LkL{A trn ,l*L
o a
C l-lg +c I eH2_cl +

LHzcl
o
+ c cl '-)
c
C- hajn *erryi na'*t'ott ( ero lherrni )
cHJ
a
,+c i ---, c HO*ct
{,
eHj + eHj cifl,g*cH
--1
et' .+- Ct' €7 cl*cl
I f-CI rn l'nafr'sn @
cblord'nafr'on B brominah'an are Ba'rtts "

Flttorlna,fi'on
( nrgbtg ex lctosiv e)
er* f))
o Io' ablain P* d'uc*t ue- u'ged Nz 3a; Cdn
Nzg ao c+te| + H tr
cH4 4- Fz
t
I 6 di nah'o t1

cH+ l rz + c il.'r ''- [-r L


HE + *rlrR, u*,rr;-+Hz-o
n ob Ox tbl'z-r'"* o4u*
" Cavried ot'.}_ I Prexn* frtou
F >-*
'Ul!A-
f, , c13cl
gt/-[. CFlq + clz -h
e,lLU,A
h# Ccl.l
cH+ + Ll>
---l
"

q91a'A

l-l enalion oI hl3 bef aL(o,rles

eHa -CHz*cHs
cl
cHg- c{z* Lr42- cl "1- cl'J3 -CH
*cFls
h&
CI
IoH = J- Y." 7?. '/, = 27,
o
fl'H = B.B /\, q produc* z" yrodutL
fu=H'-r-E
/o: l'Fl x-t loo f zottx a.g
toH,x, ta 'Hlt,3'8
JHv l+tHx3'e*dHxv'r
6 xl lsu
6rt*4x3.8+o
t trusy, Yss7.
6wvi'ar)
Lfrs-tH -LW _cH -(llfrl 1t
-!L---)
h\}
cH_7
I
cHS
Cflg* c-cHs
ct-13
"lHs
ro 3nO
'lo l{ x, r[w v'f
'/, = ghx 9'S fr, 3'H x
13.5
t6CI

l"pxl + 2oH x3 8+
I xV'$ t6]0
qy'l xl@ l
13'{
q.s
4xl4*o+tX
t 3'g
.1- xlou
,i.s
ry 3s/.
ry6S /,
lrnaj or )

chlorlnahbn *' non gelec'h've


g orzi>1")
bffDmlna*r'orr -> S elecH ve- [ CI

Clz *cH2* tl I

Ll43 * ct4 *cilg


cHg *cl4 +
CHs *CH -CHs h*
I
cvlg
I cH3
cHs
\ I no"$r)
N itva*',:n

[ q o0 - t',-ro"c )
{ 3
H r'gh E*? :

a n/tm'c qoid ( Hr'rog) 1 Qeoa"r't"


Hudxrqen ls rE-.blarrd bq Noz' n C*c bond eleua'9e
pbssible nitrootXanet Qye- f-ovmed />
6

a att \,
c*,", ?uod cler6%.,
o
fo"2 vad.tcal 6rrSs-#W'aF)'
Yo^,fu c cFlS- C*l L*N 02
eHB *s H3 + 'H NOB
CHZ* F[o]

*cfr>-LH3 + Flt't03 4{a c CH3 * c{z- CH 2N 0z


CHg

cvl 3 _cl-l - tH3


I
t-tor

oz-
CH Z*cHs*N
CFla Noz

on
v . H l'3 h fernp Ltl m'e )
o[5 sasf bnLl-l'soq)
' R.err.ler,* ) Oletrrn H>lzo + (mi,xlure
' Hyd*3en t's repla ed bg - So3H. c
Z'H)
fr Loaet bra''rtehed
" OJka,rx haptn 6 ov [noYQ' tsrbon
fflvct Au"hha ylafiton '
c*c- c- c- LHs + l-f zsio ? C*c _L*c-c*6*Sog14
HzC-
or
Fq rninp l-l2s0t4 Cvlt
U
Cl+s I

e+V-L-vl + t, u,-b.-I
so3'd
I cHs
cit -d
veac\ uri fh t d7

, ?Wl'&* ,buul-arr-n ,Perufa-n-n- 'ag


1ou"l e,t* alXane,a q t,r'd
9 ulpl,r.orar'c
r.ir

vnpOu{ Phase ta}


P*^
gagH
e3 H6 1-SoB C
3 H+
Chloro S o*ion
( Re.a Rea o n)

*ob hl^
I

** Re^ lznt ts n, F clo ) tn P


't
:'. l-.'\ .r l :].1
h# C.:HfSozcl + t{e-[
.

C3Hg {. S0z*clY

H>a
I
C3 ll +SosH
' u'd)
Csorph o n l'"ia

Cnmbush'on

,i

,1..
. .-l

I
Cnrn be**hon

Comp lele bmbuahbn ', Cn H zn12 * [?:xIJ, 2- .*4ncCIz{n *r)Hzo


" CHytg) +2Dzta) LozCSq)
-J * ZHzo(r),
'AH -Ve
=

' €ta rffl,


Cq Ht o Lj) +JZaz b) ) 1 Lozc,g) * S tiz3 A H = -ve
tncompl ele CoYnbu,t Hor, *tea*o
cowiF*+o,
c H4Lil\- ca B) C(s) + 2-1420 (e)
Carban
btatJ*

Heal. o Combwt'Hon

Hoe d n, oh Cavboo
esFlB,2 (>He ) (Fll

@ goc4 l
Br-o noltlnq of alkarur Cws
t
c t4e
> Hrc -i-
c-Vs
"c
H3

(g vlo c a4
J

Size o ly "l'l'\g
LOn trolled ox r'dafi'sn
!
oxld d

o
a) unol
fr tt<one :

aldeh y4*
o xd n
€av6oxJ Lrtc c(tr'd il r

Re"l hot Cu or ktuhe


cH 4+ 02
I o oo*rn,S2g K
cHa 0,*,
aleoha I

@No2Ca
CH+ + oy
A
HcH 0
r ! ,' '

ald ehyd:
o
Mn Hs Lo ,)z
eHB -CHJ # 02- el-13*! - aH
L
QLt'Q

fertr'e ry alXq"ru I<nt no r{


cxjcoha I
CH
2
ct-,.,
,5
I
* l-! Pnoa ,l L!=
I
(t4 g
cHg
-CI - a"l
C FTs

)
lsom evizaJt'on
.)
:\

Anh tJA
3 Lrati!* chiln bt*nchec) e'hatln
l\ttlj e H CJ isotnev '
eH
)
fit el* t tst el
CHS * cri - cHS
CHg - LH>4.112*Lr43
3oo'c

An Hcl cHs *cH *cl'lz*eVrcHS


cHs ( $rz),, cH3 I
cHs

clt z - e4i CH,*


l
*Lt4 >*c43

CW 2-

CHz
cHg Cct-tr) scHZ
,) LFt <-[ ]o"tz- CH
I
-.ckl3
I
o.r3 w a^

,J0*0 c-tant-

fitotn a*izallon

a,tFan e
( ;"r-;'0rc uubon)
-113R
lo*za q*m
LrTog Pr vzCIs sY
r4o2o 3
e &*:5

eH3

cq Hlu
To lu er*

PSml tr I

e CYQck{ng o$ hqdwearrbon'

r1-IBK ternp ,.+ fl campose) 1o loarer b4.dto Cavboq'


, cH4 ,fll''lfldt; c l.LvlL
. ct{Z -1HB ---_-.--'
1t
CH2: c[1" t Hz
, CH?- Cflpatl, 9,
Cl{3-cH= e[y + frz*
.Hq + C-V,_= c*Jy
t i!

c*.:c-c C - C*c*,e + vlz*


f,v C -C.:C*C 'l- H2
+ eH*
e-tc +

C *C:- L*C= C +Hy


C-C-c-c-c-c ,j&
C*C *- c= L-C + l'lA

c-c - c - L=c + ct-lq -1 rnioorptwluaf


C-C.C=C + c_zHA
C*C:C + C_c*C
c,+ L
, Free ra Txfl
(gfogeo e ol ledod ecah e-

rr A
tJ + Lg Fl to + o Yhe r t
# ^
Lr:
'* l-l ir
z'-e p+,pd,iJi
ll f
nIa
!
Pvadut
*ln.i€eerruo 4+gk- hep*aru gentar:re.

i', ,

:.
frP*q 03
Ptrrrion c^t$)
I Frorn allyn -{ r"*t, o hy dwy'n o*i o rt hnth
Pd.4
'-i It z lwnallaa
tI
la
to
r.>o Ll
Ca{-0V,
n tlddi Hun a
bJl
PbIcue& o)z- S 4wlooUne-
I "-Y Ro
oq
J, P,
q nh add't {o3 _ut- Ll, (njarc!* oriAe'l
-Nf^F
l, 4 a )4
gNHg c= o

L=c*P' R -c
Qr
R^ c zc'- R' 4?wu' H
/ gt
Q^ Pd -c A/ =cl*t+ , Blrch QeducfibYr r's nol va!'d
fn

cl-l e cl-! 1# cvtT*-c\z


LYI>
U L
Lrt3
Fqrtnlaal oJ,,)Eftrl.es "
R-c cH
=
F{a
NHA I
R-C=c-'xla
fro
CHA- C-= C-LH3 a Sor.l vl
r-l

f av !
tii I Fnorn al)<il'l hab'de bal qen oh' on) u43-c+z-in-e?z ro{x
ala Kol{ of, ( d eh
",Aro
1.',lon ohafide tl4 N A );'J,^ino*-,'on) - rilir,,,l fI^Ti! ;*;;
t
ile*--r='Y""?l!9
et 4,q

*f
;
'-ellz dl-f *:;
:

tlH /H rt-l.*{,*,
*'| li -u{#^onn U
tr
H
tc t
(€ndother{rttL fuufuxb
H-e*c- \H
lt
l-l )(
It

, rf &*
Role o5' dchydmharoSerraldon :,:;;':) ^*#

0i-h a! 4 e1
@l:gll + znXz*
ZI\ R -cH':cl{e

vittnoJ 4 n-tl'-"1' ?60c


*v *zoDY,
+ Zn * 7 CH2--LH2
cllzbr*ct4zY
cl Cloail<ar&
cA2*Cfl,-tHz' A
I ,4
>ai ZnL
---------7 4Csa$ane
lr3-.d,*nal-l'de du"e t

nl R- CH': cti *tu 4lZnxa


e H{1

Zn A cl-g* cH = CH *cHs * IZnXY


{CHa -tHclz
uri) From dean*l i Pernoval
,h H2a 3 dehydaah'an z peLbninolion t e,L ntecbaolsin
frltoz !
A
or ni oeral
A l
i Lrdo4*errntL
H29aq, H7PA,4

" CaYboCah'on 61ft7YY12fi'ate {


, > l''Qlcohol
, R"ale ob d ehYduah'on : 3 a)cahol > zo aluho,
{}l>oz 912__ cl.lz
l.HS-61'4r- o H A
gs't. Hzs% , > (A2=cl''lz
cllg -Cfrz -o H
A
cHg
oFl
bot cH2=cH'
cHs -at'.t -c)4g A qvtg
qvlb bo,l'. *b30 CHs- | =CHz
cHe-q-r'. A
eHg
LHL
*.n,fl *u:01--' Hzs,Y 'l* Ll4z=
.{} Hl-* cua{r{z$HL'*3i'L,+u
G-13'-eHz - 'ir[n'oa'ol'
p6eit
rbac"a*rbn
s h''ftrt
HtvlLsh'b-t ? hanSl
O Hga,ta4srri$L A
H shikt
I (hff t ) AlrYl sh'Th

tur o.
-/
V@
k
-pb &
Ph
I r
Ph Ltl c l'l

or-t- t
C![z 6
?h eHg
e.H3
CHa - A- cHz
o eHe - @L -*rr"
@
cHg @ cug-cn -cH3 tCH2 C*cFtg
qsl. F*so4 CH3-CH2-(Ha-
Q4{o H clla ) Ct{J *CH =r'ff,
6HB_ eH r A
ct'l b
CH3aHz -L-ottt
q*tsp# ?diltb
c[{?
6o/ , HzSo9, cHs -CH t cH- CHg '-7 @\, C[g-fvlr-c=ctlz
414,
@ cH3-
!
oH
pl -CH -LY13 A @
"1{'lmioor
Eoffrnaoa P@
,

s is mc"lCIY ploduc*'
swfteftf:zdtse'r Pulc, f,noye gubstdLtr
ked a{J<en
'/nore d E
4-

4 less Sklcsl-,'ta']cd att)cant ts rnirrtrY Ytwduc*


no{frnan flula
v
cl{3
Ccne l{:s0 +
-4
gy, A
m n0Y
rnaiot'
:+"(
4'( cl,c- cz LH-t'H7
t ot{ uoe l{:90 @
C-eH ?n-fllz 4CH2=C'CHzaH3
c||3
qI& cHr *b-cHz-LHt CHa
-
I
cHs
A JI
CH?
clb
minoY
w{
1d,
14
Co#cah'on.* RInl ConLrqch'm g,Qln €^ s t'on 6
$mtmbev --t expan{
4 fnemb.r -:expand -> *rirl4 n bm.cmbet'
rnhg ' nnl
? cnember --ttnnlrqct -r 6 member
tinl Yt"9 11
3 5 z'3 bood dt3'f
l--$ bond rfi&
I
@
Cl{2 **+ .t 'CHz
-*+
5
sv<r*
z I @ I $ eharye zQ *Yan
tf 3
3
I
J (;
q z 1
L '-4
r.i
)-
6 s
9

€4 * -+ Stable Cd andng Qesons oLe)

----1 *)
q
.*Ll.t3
ol,l ^@ - LH3
(;

l{g
$rr CH- cHg Con c Hz6o4
A o#: c H3
L\49

etl3
@r G l{z
q
t ,av1
6
3
q

: uJi*'g 8'a1,.*-
tt*!}[':
K eh n e {}ll
t
*f (ea clttor #:
Pro rn cId €hu Aa. R
F. \C &
\- _.4
r t-(. 4
tt
R=c o { R

tR
R-c \R
vl tri'"",#tr + l4z
l.olbetsel cetarl +> r.!Cro H
e\j-cfri +
Irsrn Co
.e-cl-13 -codr't
J ffiE',' n ode
ae Fr * $'lz
2Loz

cH? -codNaI
,,., , t*lg= tllg L ZL{z * >t'l c
t1
JH3 -.r,fn'o{ NaoH +-Hz
cHr --Loo-Na* t' 4 CH= Ctr * 2(oz 'l- ?

e
Jtur*cro- *o+ 4
N
fuYoff6ts o!- €s ttt
i
€rarn es+Le{ s loss uroo o Lict) Nz
I CH Ttotll
R*8*o -Q €Hg.*f*o*tllz*cltg
6.lXanuafe
9l!f;oor * C-Hzzcllz'
J_@r,p""t
caruoxtlL'c a!,Xena
ac'a<J
fcoJ /h'eJ
Ph @
,' cr *cz --, 1^,\
cq - czo n Ji1
7 Cvo -t Saltd"
,-l fatot 9ac* Srnell
t*i?o",u,,,,,
o
Colovless I odourlcss excep't
Pe*Yolewrn.Wut)
nan Po lar Soluenf {f)enzene'
a inSott^,bta in r^raleY P So lu-blc /n
B,P d n
a B"p *,
efu'ct'ena7"
a P
F4 ---.) P d Ylu) t Tra slc''s {ncYe Jood Paeolng

txo HrUdo0 q efi


C fvrn lca) 6ldci h'on o
Addlh'on af,l{z , Hz-
R
. fldd,ih'on rn Adcl.rhon of, J']-
'*
balogc.n
au'd
iltr holPgen
R* cl-f =cvl- ild, Ptr Pd,RanulN
,

I t' t/
R-cun*c|'lz'-&1
tl ,1 VlzO rera.tcr
lt /) |-l2So q
Strl,,lahum'c
a"r'd * !{e..* roleas&
-'',
, o1fdah'on v rl V|otr
hgPohalour
acr"l .---*-i'"-of
;'He^f i
nloxaR""
r Hgdrofio Yft,r v la"h'a i!-Yd:s::!-!
, OzonolYsig
'SYn lclaJ$on

, SubSh'tuh'on ::"ii"".,flrii**
,
":;x
,'f A f',1 -l Traot a$S' -t{\aa
t':;# #;l!{;.
POIY
rn aYizah'on ,'rS $ -+'r>an:t

, f someri zet}.'on
Xz
c q

, rr0n'Folatr rnedj"rm
' n^,!!i*tron r'1
. ''o''n"r
€lectaroPh)h'c
aq* '::^
,,. fo'rmed
, cliLLic holoniurrn "' ': l:::
P::t" {
cltans aaa''t"on +,^x,,ggrlLz
B
Haloien i Fz> ::"' I

t't- B
fteqlhr,,t
c
)c=cd
Pt t t:
Cct.1 ' ".,.,p,.i
>?*
gt
o
*>w
c AR' ,
€- lrE
TAfn )_l'gr
'h*ne'
u
6 Vtt
ct43 H
+ f)vt,lccl,l
Tfrn
#? vt#'ff\.
CH, .Lvb e L cng
c --{ / u4s
tf
h l* .rb &11
T?-anl
fis
fj.yz ,, t)r
g Lll,=LHc- Ccl.1
lw** LHz-
I
BY gv
I
(3 C* C -/'
gr^-l CH2= Cl.la-
fi"T
.---:**a
dq Nqcl
z Ctlz C*12 Bf' {j,'t'
*'c*c
B{ cr9 ,/
Polotncdlum @ a H@ 4t.'?n 14atot
--c-c 4 G=r+-
I
tsY

CA to Unsd*u vah'on
-
C.H1= C-14 2 t bY"lcel.l
e
-aHL
t
br'1
C Brou: n (alol SorD ] C Broi>'n Lr'pt cl't's*lPedv-t

Ad dih'on o Hx
a-{Nene tahet P}ocr'
accordtnfitO
mctrrtcal
, adarth'on o
h Hx on uru$ rn
.rl

s MarkoYn/kuv Qu&'

(u'x )
L -.r I
fieq-a*fu eparb
o$ adat nq fioleLuJ-L frula
dgd aJen
o
rlo*nuless
\l ,r#"*r* ed *n Cavbon U
tgm ma vkoY niKov
raechant o
@ -) MIn ov Ptaduc*
CHg*Lt4 aHz t$a C-H 7* cH; cH2
"Lo
less s+o)ole

{nor(- s}able -, {nQov


@cns -8, -ct43 .+ zo
HBt' > Hcl >HF
, Rea clivitY ordet + Ht >
oPhil io od*r$r'on
'Q-leclv lRowan!ernu'*) a
c {fiYba Jo..+,' on {otmah'on *-

and *oTr,* -lX ad4 *t2'3at


on gaffi )
teaw
cts *'
Carbscc*f g
c+g *CH* Ctl
cHg * Pr-
Hcl
C*lg -tkl = tHz
---------2
CLll t,
@
@
*Yu -cH3 -+ cHZ _C -c4r-cHs
eHs -CH -CH:CHz - HBf
-----a c+s*\H
'cr-11 CHz Ltt3*
i wlb {irnr*,t
cltg 8v Llls
@

Cf +# en -.,E
_,
cl

HP.r s 1 r+
Cc t'1
P e rox id a €$te'* I kh^Wu'
cal alkene
id e on af, l"{ bd CIn &ns pm$nc'l-rt
"Tn Yeeent* a$ pevox ' Tule'
P
*o marqoYnf K oY
. ,foKes place aPFa si*e
I

l'4X RuI-t s {'onic


fYrechanl'srn f3t
;l a
rn c chanlsm I
T^adrttcr,l
' AM K PuI-t -r ttee UA,'f---+ Y k Pu&, tH |-cN -cH?
I Ccl4
eHy*ct4 Cl4 y
Lffi- rtfrK eulr cHe - eilt'c*lubt'
trn ec"han r'sm ri) B-o*a-R F-+ 28o' o
t,'i) R'o" + l-l *l3T --' r<orl + BY'

*',, it" r cHg*cH=LFlz * cHb6*u- **tW


Pero xf& et+&*'
. g, f3r ont{ Ahouc f4a a=jl<t' *LHi t]'luF{
ah ot0 PLro! cn
'l-lctr HI donof l-l t'
e
c Vl3"
cll+3

,rr![*,o12-c'3
tHs - c F.l
- eH
=cfrt' Peroxt
Q. cHg
I
cHz
br
cu>-LHs
8d c t{s - b
I
-
a,l cttc
Hf orf
o*tu rqy.d?.#9n
Rd
o
+ e+tactt
of oH
t
-' ?ea fianle{nen
n (arbocc*lon
P L-s fo"rnalrton
-f- t\b- sg -c113 I
.*'=LYl* *- H7o
cH,- OH
q t-l
' *tHzO b J-
CrlV -C - I
cl43 -

CH;-g "cl4z cHs


cvlg
t H-o
H

6trl eLl3-cH-gq=cH2-
*r- cha
H4
.l

t ctlg *CH-
Cllz'C:'|zBY
Perox ide' Jn, 0ll

PsS0.l 4
&t/t lul Dz -.,
EH>o oH
l-l
t
€t
dil H2go\'f ns
& u-t -.---7Hzo
$ aD
+
.H
e
F)
.{,rt l Hzsoq, ?..'
&.u-e.
D:O
--<-7 oD
1f +
HQa
ilr-?z?4 t ?t
tQur D:0
6ddrtfi'on o olowt ou'4 lfcx
1\
HOx,ylocl fla$"r +
HoI
+'r -t-
++ee+ . __ _Oj-,_ --6"r.L
ot{ x' 0l{ cl' AH B6 ol-, T
l+oBY- Oti: B;rL
l-tol .'oH*-- 3J-
. r*r4 cl ic haloniurn 2on {o'mah'o n ot4
I
' o;'# ad,i"itt'on'
d- f,+ '+ K*trl R _cH
* cti z
*vnz
^,.1 = cH2 ;'/ R-
'> 711*cl4z I
**- Hb**61 \ar/ CI
@

orde{ poel >HOBI > Ho f


, Qeac#vitY
u ntc a ut d
hto rj a F sdPh

&t Hzs04
Conc H$04
H
r
H+ 0t{
I{SD4
R_*e r-i
:dt-ty - ,:ll r,,4;
--v
R-cl-t -*cH2- "'iliro 4 YeaYtanS 2
Carbocohtoa
Carbo Lah'on
't &awNtfla P*"a**
?r'
Worbr gsasH @-LHg -: f<Jl| sHs
O -,, e.*Lu-Ctls P-cll
R* cH 'cYl1 -i r\

atlon 0 xo fta ehbn


Hy
't.l) *"cH0
Ca *l1z P*Cllz-CH>
(- ef{ =cHz ( t,ralergos )
I
*cH3
Col,edt ,"r"W'* A- r!
c,40 \- .\

r I l-'r
I

i
o xr'dafion

gLol *
t$ nad 6Li!,'on
zL b"o*np* (1t t4na2
(. pi n K tfrl ov)
a
t1 F MN 0q

l clt
u ,l[*"#' o*6'

(5n b v
o s04
d ali ow
ono b zo4g nu+
0x
,sgn ?r-l
0s R-c[4 *ct{s
R-CH
CHb Hr0
Hz I $a4er's Qeqent
, osoqlHLo
,Sg n ae)a,r"'HOn 4
*zr HgX
a
Tta ns add,i'hbn ->
lt
t*1s
-L+t
-#'"
g CH 9
.LHg Brz- cnR, w +*
Ala eHs
C c (.L q

H
/ =H
ctr.lg

h J*o

.H9 Vt C
vz-
PY
CSM -'' h fe"t{3

filr^ CH3
/e =LtH I
t,\
Tt f--rr
r-t, t4
csld Cg,r5er's'8ea9
..nt) ffH' tt
,-aH
clqz
C
I cils
c-- c
?,\
/ )n* tH3 t|l2

(w5 D TSR H. I D o--J-tr


rf t^D
C --c tti
tcrtg Ni ,_J-* twg
cHg
H
0 0t ,3

OxtAafr'rr€
Red vq o
ti. r.
'''' o

z-Dt l-lzo , ajdehydt aocid


. T{r} o,s "{e.a *h on 4H>o+toz'
otl
' HcH o*+1'1g'c'ol1
ozonid,e '{orrnoh
:

o[ ozort bV znlu-o o'f


@ ele,Jaq*
"de
'. I
zna + ,/d-'
ll -rfb
C-* C ,-
Oz ,/
,i
\. C(
zn
HzO
I
o
Oe .+- H cHO
* tH> CHgtH'0
esg CH
3 -CH ZOqfr> 0

03) Cl.lg cl-|0 +


CHg -CH -- cHz llzo
cHg cooH
Hzo + tPL
p
o3
ertv*[-.*uqS f t]ctlo
c\g L acV\* zar)1 nO
CH3
6

€+0g t n, *J -LHg t Hzo 'f*cl' 2-


0Hr Y=CHz Hzo
cHg o
+ s-l'u
6=cl'l -cH = Ll12 't * tu^-t-as
Zn!1120
nn-f*i'n
"l-
cHa
cfrs

cH -C-t-t -*Cllz
ug- f-'
cHs oO
* l-fi ,+ c\g J I -rus
o
o
il
*
cHg og eH
zDt llz a

tllg O3
Zttol4>A
r. cH1-f - i-" + n-fr*t *n
Subsf, +i^ti an @
Jr'c I 'o S*bsh n
*) tt2-Cl4g
6HS cl4D-
-CFI
f
*d" a LLurs
a Free l^a dr &f MJo'tilt^hbn "

", c
500 C Pty*LYl --CN>
(H3-94 cl'fz * clz c
-ctlg c:l-t{-cHB
'lor,
c
, Ar
\,) amtde)
-foo Sv cci n
Brorao
orr r.d e need N BS ( N-
Bv* for hrorninah'
-tbY

. $!a'4 t C-W2.* CH =Ll4L


CH3 -cH =-
Lllz + NBS
-tlls L*
*cfrb
$,,,
.,. NPI , r
o o
I som c 14s(P-CVl7
ct4?* c+z*
r- cH = LH >
C l.l3 -ct'l r- cH c,frg

W elz* f - cVtg
f Hi-Cl-l 2'- Cl'l --CYI>
I
avlT afr'o n
(cuz- rl41) tt
n (cuz=cHz)

n (cua- gt{
=Lt lz)
,, cH
I
-,nr) Y1

(l-ts
"AtK.Jlq-
. enFlen-z
" CE c
band length t'zo fro
" liond eneryg = lQz Kc-a-l l*ol
" (sl4 y -t C,J a Cl-, *) e#Be t-* I *"L'l e ne-
e).
o e|elotr'n3 fovch t oxu aL€'Wt'e{L!- f*
'or,
ane'oaJ etbod b I a a''dl
Fre
, t
Na htl'13
o (*t,
itl"kyrtr tl) ofth
B-C=(--R
@ Frotn
R*Cv c- t{ *Ea :; R- c',- c
L'qNH3
(! r) r^rt'tt"r a d-H + R-c=-
9*6' P-c-= c'R'
=- c* l{ 'f R rrtl Y
R,-C ia@ '-ry R-czcq

$ crotn oxy*'aSa ern&hdiAe R *b"H xI +dcko


H
J l'l *) g- 41'1
"
Cfr
Y

*t
I

R-CH = C[{
YIY g-s-ct4
vidr,al il h^Lid&R -d- crl + alclloB
*
@ I zndtsl x zn4{l
,l xI T
R- c- L -H b R-t c-t4
,4 gcid@f"*oholoowane I
x
I
* x x I -B.czcn
@ Crorn (orbox1f'x
t .yzLaz*> rvaoH *H
cH -cooT.ta
HDo
el ectrolYrt's
gglaci{
A nodc
ffira"
.t
!, -c.un"
n rh obgne)aee{tgletw' Y
CD preporah'o
LH cH + ca LoH)
d
-) Lahrn e.tho aJ#.gne
+ Ag Po'od'r -+
todoform ld.ta'alrn + 6 AgA
cll'F- ct4
4 Puva arctYlenz
+6ft9 {- T6t'l i)
CHqS

fcl.t pauP erhlu


Pb

o
4-L4 u A*
C-f *Ctt -r-[lq
Ltz -4 --a Sol id

Mole-c,JaY
t,ot d inj
B.P, B rYP l>ranch
A{
a
'
Chennic,r[ Qeathon
flaajHon H Hz Q*cHz*c142*R'
R-c= c-R' Nlrot,Pd,oal Ni o
€ \o:-
(- c=c-R Hz.- Pd-c , - -/R 0Xt?afibn
eq@b,luinou ntH ; '-1, Subcb"n Jrba

R. - C= C-8
03sa1
.9d-c R.,"
t+t -'.r-{
- ^lk
8 ?*ffi,r-'t
Nq Rre
R.-e=c-R. =('
-trq htHS H/ R

x
x x
Addtr'an o tz I \rrR* l I
c c*H
R*c = C-H
wv
,.),
{2 R-c=c-H *,x?
€eXS I
x X
I I
x
9t BTz
q r{
bTz c-H #cclq xH3- c * ctl
e4g- e= cH , CHa-
r c-- tl
ccl4' ! br b{
.b B'.l

Redclish decalorized
Oran I e-
Solv^h'on
frdaa h'on o l-lx .'11. X
l-'lK RuI.!- R- c=q-H + H*x =# R-
+-cuz ()t
x rl
cry* c--cl+ * u pv cHz -C=C t'l*
I
f3{
*l-ltbt '4 |
""-t;'a'
L rat' l
4aaihon o Llox LPrl
nt) cl o
olJ
R- c* CH ;
I
i'1K Rub
I
R -t-cHel2
B:=--
R-C.---eH+ P1 ocl I I
oll cl

Nt{d eo1*tilb add'th'on


i ed(-h'an)'+
ftddrfron o 14z a L gdrahbnH I ttu ch erov's ,-'

N s + 4o/ Hzeo4 f ,
{,r,,Or4XSo+ Catahyd*)
==
.<=- ctlz*l'-H
v. eH2 =iH -oH
CH= H 7s a4 o
ensl
Ue*tt'l
-l * *lJ
oH
l'l , hlso-t CH?*L *c[:r gr> Ct't,
eHg-C-=tH * Hzl dil H>saq enol o

+
OH
jf'.= *t cBg *t -cr,y*cfi7
H HzO cHg cttz-cHg
CHs czc*Lrtg H
+>
fl OH
gyida*ron Seae/rion
@
@ cr_,a@," c'Hzn*z +
PT! oz 1 n c-o2 + b,) H"!

dal-l'tlr,,f"*rn act'clt' c kYtnou I Krt"o + o


o
@ oxi
u +R
,l
-oH
or r oh
H+ Vnno B -Jf-o
R*'c =-?*R' aY $t/kz(ryoT

'"t1, i?$ + rMn Zlrl LooH


H-C*L-H
oh H Yrcr>oT
oHi
o
cl4r I -ru +
H c00 t-l
,t
CH3- CZc'H
(Bultrrg Yea-aer*)
leM ooY
trlr th ol)<attr* oa
@'oxldafi'on
al K E14n
,tn'L- 8 -?'l
ctl'4 CH o/al ic aua

AJUA
a cHtt-L'8 -gH
cHs -CVCil
11

ealu cfu' {.4 vbo


xlds Seoz 1 4 {t

0x iaah'on b Seleni unn o t J

@
Se% eHO-L|lO
cll= cH *
oo
I ti I
Se0> e6L-A*E*tH3
Hsc - Cz-C-CHg
o

@ 0 zonol ls -) Reduc'h ve fiy Fl2

0j
ox id ah've Hzo
znt)
o
ZAtHz o
CVlg
- I -8-u +
o
ellS* C=-LF) o
c4b- ! -rrq + H-,
-CI14

Hzo
SUBS'TIIUTT'O N REA cTION
t

Sr"cl-r'u rYr c'l


( efylt' de- g@ @ o
tir Forrna#on o$ lT + NAN Na
Na
NqXr,z , H-C-= Y Na =C
*' H*CZ C-H
il

of I Silver acq lide


\rii-f FoYma-*r'on
Aappev t-Hzo
> Q*c= ?ru *Nt4qct
R- C -= c*ll * Cazclz 1-xrH4ot't RedpFt
aomonicd uhnW
Ch{olt'a''

NHaoH --+R-c-=LA9 +t{+'q#tf'tltl-o


t-)
R-c zL-H + ASNo'a + NH+Nos
arnrnonica'l silver
ni]rqle u.h't+Fh
Llollen's Q*3*L)

e gcl r'c o$ fine rf z,ah'an


,tn
3 LH? cH
Re4hot Fetcv TuarLt9e tfil Gn -, C$

'H.nfi
c4

cH)A\ 1r{

') cH3*c 7cH cvl3


lll- (t-.'s
f= CH LHg
/-'
CHs
c J

#' iF d{t ern zah' Ofl


tJ o
*=1- CFI)
L afX n€ cJ c KoH R- C
R-cHz'cz e!4 A

> (H3- cvl? * c Zc f"la


*=g- -xoN Fr
cHe * C Cl13

i.-. i.l '-


C ,:. .' I

a aJuo cnll<d u d^e$es 'rqle" -


, 6^{, to\e^, lVnL--'
r, l(ou} Hu ckelb 4n rz) xe 6) 27[.e
frc
a
{clic, Plona ort re at'h' o o'
h l t,'c i *, 6 Tslrt
o gt Ehor.oJ eJecFvoP
aYe- tla $enz. end'dA, E drrrl ton*afnfl^j
s frwrnah'c tamp filnlainlng I ben><'"li .ln

Btgr,>cne rfn3
trq KnoA n a.b ron-Benzencid,L'
g: ct-|1 cHc ,HI,
a
ct? 2
t
3 ,
,
) t3iphcag.l 'he$+'oJt ru
) Cumvuru
)
o'rl leru rn-ttUloru g l}lrren ?

be,{t",un,t- LH3 pJ!laaar

o
o
ut,)
Benze*
dy1thrq Cene I ,r?$'r.irrnclhYl
( rnesi+ylene) Beo Lene
rnevhods a
ralion
&enera)
C{z frbas VLa s @new
0 t oLkcune (ftror'ro''ll''"1f4 T+3 K
i-" 't
Itlr. - ! i\' {
tYzlelfrl'L09,
n -H cxAnQ
ffi{- .Redhot Fefuba/ry
htbe
yrne rt zoh''o)
tiil otxene" (- cq cl"r'c

br,qacH
Poly
-sd$#c+ o CHa

9.cH=cH + C,Ha *(vLl-i d


Ll-l q

&cHg- c=cl-l
+ el=tt{ &,
H:
H3

,,
SoHJ-*1=cl4 It3
CH:
Nq
qiir) tJpg+lg1 H aU d e I r1ru rtr {-' th X' R'et
circn )
Ary c*+rt"ll
Llr a
-,
+ oHg

6 |cHs*cr X?drO
LHg
eVg

t eH3-Cl ," ) 6r-


enuh'an)
qiv ) Pheno L [bg P-ed,ur-l'r'o) [deoxgg
H
J--'-' o + Lno
+ Lnduu* c
* zno
( er{ Qedu*)t'oo ) P frciett'c -+ cle'ar{lafiEen Rqa
0#r €rsm aldeb do Vet<,na \*gBa",'e *+ t*otyf<fshneY Rdn
cl+0
Zfi: 144 ,
Hct
'a4s
-cl'lg
,t

c-Hg
l.lo
NHz-NHu ,k
R0l-l u/
aau A I
tBt,, 4e carbax1lah'on)
tv ) Cq rbox
eooN4
Nq oHt La0 + w NAzL6Z
A qHs
st-I9
ot{a t,
t) y Na>tD ?

en h
n n4
I
(v iu rql':oH
rl +
!*l cl
€r fl Ll*|3
.' Ll

Lfib
ilfcl
y?'W + M{ *- otHs
W
,dja zoni uttl
'
ov Czllsl.la
q-vi't, rL paoH or HcDafr
+ llsP0z or 4nc,l tl
N: cl
cVlb

o
fi7 "{-
Nz Ll _1-'> 6
BenzuD e -> ColorlesgUl
" is less 4*tan uta*{'
o fosoluJote f n fi>a B denef+V
r g;r-C r-i.cdut q solusnt'
. 6urnc rr'r'+t, gmoly(soor'g ffan^'l
Gtewic-d Qeqebbt-
:-# @
frdd,itton o
b

xi/ t
tora HCJ C
tduoXenah'oa
hrJ

yf t'q nnX lt
Parliul f. 7$ircbre4uth'ott
rrgdrnfl ena*t'on
NL rl
ftilditton cl Senzeoe
hexa cblon'de
cl
3 cl> gHL
o h# cl
ct
c,
66b
ha $maxf'nL

a
Hr

b#
cl-lg
:t'-
4 ef * q1*a)13

_e4
-u1a
3 el>
h*
ir
c -cylz
- c-lL ) o
+^, P
L h' Ofl
kuftb {\ Qea
t.t LataWt. e@
€t ec*Yo rritlo -* Nq
era*ian db ele*wfiilc'r E 'o{1.'
Cqen
Cavbocr,,h
{- g
f-ormo*tono|I-
tu .t + *1'+
o t,
fl ?
+ :---. ts

t*, don Fd ls 1 o'F)


dYe ni utrn L&mma*t'd
I staaf Eu>gRero)

To Y€9 fuYe
aYo mah'ei l^1
)
o Rernaval
oh Hr'-f
a O-*
@ *" E
-g Y

l.',ti.
e

Dverall O + *N u *-1
e
OY
p{ b
l'trafr'on * fiSOy
G) l{/ u ,,6-Noz
- i LonCHNOg ",
' i.-r,I" *-
\:i:l i 6b'Noz # H eo,
;ir.;J';? \ ilt*,,phit aa Noj
rnix'tura No{ *Hzl l\soq
cancHNa3 Noz
o f
tancH2Jd q
! rtoz*

nalt'an

eotq€H#g
Benzsme
"i"lp'truofc au'4
Hiro q @teun) ) Qng

oT,
oTr firr,'y H>so,l
Fl2loq (eog) ffW**
asil
#
tos il

H ena}i aD
il
Clzf ':}

anh[ frI .lg t HLI


o (Ll + ,
I
d
ffitti.
e!

clz f F ecl 6 + Hc I

t_ Hs
L143
Ila
tls
Lt+
&teI, Clz ,yf e &Y el
cl
Clz li&
143
&t^I H5
eHs
pecl3
U H3
el

cl rls
e H3
Fe-Brs cHg
+
@,q" + e FrsBf A
0
*xyl erQ- C ns
ylent,
{e'f\ru P -Y
cH{

I
Fried e^) Yxr)
@
'cH3cl Alc
@ RI 0
O 1' Lfl3
cHi f) lc t
i'* t4 ",
at,- clg
b tllz* CHz*Cl (eurowene)
@6 CHg*
@
tHg--CH1-- CH L
+ #o*,
parranl enoen t
C l-15*

t fttctq
@C t cvb-t;c*z-L
( frt( - q#@
Ci-c

( 9 -cwz
rvc I U
e t19
e *u4 c
rl

a c)t clg
+ clb-J-c t
o
cur-U6l
tl o {€vfrrYetntn't
bY
v'riour"@ls stqble
+M 06' a^Vgen
"
o
lf

O + a*s*ttt'- U-r
o
I
lc ls
w c *dq z-cH z

,qU,L n drn ot4


2
Hg
cl
,qt clz cl
OH o l-l
0r-r
o l.f
t-,
tl o
tl ll
o< c
o o cl
I o +
cly
o 0
€ec l3
Ct
. Comb'*th'ofl
I

C t"t
6 + ls o
6
z
\'
I rt r';
OZon olYg X
_#
il.
oO
o
o
oS
Z\, Vl2-O
3t- E*I-' )
o
i

03
|Ft
(r '-8
*f -or )
o

. 1..' o o
CH % oo :,
ll lr
-cH3
t ll U
t4 + q-c
o ,(*"-c- )
J
a.
-,,6- o
Zh, fiLa
0.
ah'arl
h'c. ox fd
l
otl
?
,e ," !
I

+ Vz0s
w
d)

l
1

i'. .t

: ,r\

l.

)i

'irr

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