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'LF ti/Je.J: TM - Arcrted
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A\kAI\IS
• Cn \-\'2n -t '2. m u ~tm.arcrted H <l"R>c.11~
• A:nso f'i,-, l less 'lf~ti\Je.J
• Cl-½ ~ \Ttethane - 1:00\ l"lllne9
H~
0"6
J- mc:..~sh~ ykJi:es.
C =C. 1\11
. I,PtI Pd I Rllne~ l\l, ~ c-c
• Sp,3 l-t~b>isidiul'l1on '111!01'1\ ~p.
1
C- c. C-H
O\J el!'\Qp 'op3 _ Sp"
Sp'l_S
Bond \eti(\ih i·S41'1'
i · ii'Z. R'
Bouncl ~ & o- 6'S kcal
'<},86 k.eol Rone~ rui -4 Ni/Al -+ Na011
\ Cte,:ie'lftll me:fl,od c,J:' ~epal!'o+ion I [ I\Ji . Polll<lelfJ 1
0 Uns.qhJ'\SC!ted ~d"lS'QCO.rbon • Form
~c'hon • €:1,ofhe:11n,;c. ~n, AH <. 0
@ l,s-oY'I) o..l..k.~\ htilide Wu~ Rll"
C.,15~ - li~ui;e
rl-leol-- -irele.osed ,s.
tolled hea H
~mnes, s L of ~ch!O&l!tJQtion • J
~on1<-lond
~eiit. • ~o oddh or H~oeQ/\
OCCl.r~S ,
oci d [ Soda Ume
de~1r~lJU c "1-1./Ni Pr- Pd , Ronci .i,· ~
actd ti-I 'l. = Cl-f '2. '20o'c. oi:I -.00"' 1-etl'lp !
\c.olbe•s e\echro
C.l1g - <=-tig
l\js.ie ,,
© Chs-iancnrd r4 a\l<.one Clig- C.li ::rCHi. - --
4 hi{lhe.11" a\~ne t.H3- tl-l,.-Ctt3
•• c:i1 -c~-•
@ olcohol , 0 \deh~e. l,eti:>ne, ocid -~ 8
- trl.3
desi"a1'1ve Re4 P a\~ne
1-II.,l~O'c. lie I l-lalide - Al~ne
© ald~e 05" ketone ::i) Red~dfon oF' olk.~\ ha..lide-+
l alktlne.
alkqne vI':"\ me ~ol -t acid<
. ""Zn -t Ht I } 11,
1) lilol!=' k.i&hnetr Rxn ' " ' tC.H3<0011
11
J tle."',,..,ensen ~d 11
® ~I - 111\
C.7-1-isOH ~ [ Fron k.lond 1
Couple Cl. Hso1-1
+ "Zn
\,2..)1 Wuriz R.eoc.tion I
R-:~ +
1- ... _ _ - - - -
'2./\lq
--·· ··--·•
+·x:-R. clb'i, ·, R. - R.
eH,t,r
+'2 l ••
• PcJ I! e. 'ISll cJj Cq I l"'r\ e ~I, <llVSn, 4 ) [ Coire't l-lat1se S',lntiiesi's)
• 1-iioheir Qlkone S, s~,.,,me.¼-ical o\l:o11et
q·1u? lb'llSmed •
lcuv 1
~I , R -X p-ll
R - C4 -U---4
. '
R. - 'X c.u X.
• l4'.l~ 'ocl-h
ol k::11 1-ialide c:nse IJ½h""' djq l ~I toppe1.1
.
c:113 - tt/ - CH3 C\-13-Cl-fi c-c-c-c
f
~
Naoe-t , (qO
,JQ~
k ;- 0 -'·\ '),. ➔ ta-.."I' c ..;+,ode
!! 0
" l• )
C.113- g- o",J.,
a " I <1-1., • l 0-.. f
m1::lhone c:.c,n be fo11met.l . ¢ tJoOII + I I~
• Cott.ode
• :rf -t\oo <.DOH i\110UP(, <r~e Pl\l'Stfll
I on S<>l"II<;. CCtbbcn, -ihen dee;C>..,bo~ -
it'cool\lo -t- R"tooNa - - R -Fi t If• •
lotion o CUJlJ<;, 01) I T fl' -4 Yl..
,;;.,mp Ci'! 1-ieol,na,
➔ ~iree 11'<ld.i'cot mec.ho"'cn,
/ Coo11
'"':t, "(OOH
- ~ C\11. - LOoH -, c.o.,_
-" pH or- soluh·on 1'
e 1ecnsol11i,1'li. • lNoo•; _, h>~onJ
a i:t-e-o-
➔ met-t,one eon nc ~ be
~ C:ue. ➔he Te<1c.n"i~ ~deis P1<e.p<:1irec/.
o1= de<:Ollb0,t~lqt,'on -
ti;, g~,3nmrd
C.H3 Cl1u,ool'j C.ti-z acH-<oo>i CH= <.-<
l rt - )
CH3ct-t._· C\'1~ ~ CH•
C tt-1:.c_- 1;i: l '.X.,. i-c,1<. es cu.t,u.q
and lo,rto ollc.one.
[111 '> 11 >-r 1
+ : H-Olf ~ Q.-H
Fl- M ~ - Y
1-t - OR.
2.) [ l<olbe•s eledlSOljsis / Q_-, 1-1-nl fl R.
e
I
• elechs'ol\ls•'=> of Soimsahld ➔ Tu& rne.'t+.ocl i!> ur.ed to
"'0 no co~ox~c. fi"d no, oP ac.nvQ ~cl11oe'l!I)
CltJd Soll- J, IJO/k j f'I comoound.
0
II
'2.R.-c -0"1\Jo+ -
Ho,O
\ R-R-t1.«>L ➔ '2Al,o [ "2.11.-Ce<0i+.•,.of'f' !I me.ltiod J
l!ltchcf,i,i,'l:"" • ll L
"nod I! co !hock! l,r) C.·R ~ Reoc.1-- ol\:.~I halide
➔ k.eheT o\l(Ol'le
Co,......, onccle ~
'-f.J---.- • -< ->2.-SL I
...... _ ••-A,-
11.._ _., CPH,od e
• ➔ 1-l<t.O EJ_,aldeh~de , k.e-tooa, Caisb~i,,yu c.
'2.~ Hi; COO/Jo - - C>.l-ls • C1.J•s- + Qud, c r.,"d de.1rl~ah11e ---, Cll\::.onc
eiechd~u,-:--:-:-=:~·
•node '2.COq,
-t- 'l.llloOH + Hi_ !t<!cl
C<>+hode •~·c
H:i:.-
,u, nie.charu'slll
R -OH Red ~ R.- ~ + H'l.1> -I •~"l.
anode 'l.Hi, lt-o'c.
l-+J 0
II - 0 -
Q..C.,._-H ..,- C R-c110 -· It- Cli~ + ·~ •
IIHI
l's otnacted 0~ a node
~- .. "
0
'CD C,-CLi ©
e,Q6 P~l'obs(s
Cs - c,, \jq_, • 11e.openfn,.e . SCIS
~ Qeoc:h'on I.O;th
) C,g SoVd l'°<li"~ S1>\.id) ~
© k~e
e,.p 0(
l'lol co+ orb '
1S'On
c.hJ'
r,~
) A I lcone -::,
Rea(\ent :- P.,_/t1 2 /P,.,,/I,. ➔ Uv "aht
~ h\}
➔ ~p
( '2So , c,oo cj ;
CC -- 1-l
C. ] - 0 =-,, non- polQ
o 1.1'\l ,..., ,I,
11' ➔ Peiroll•de +
)('l...
i :Iod.J'ntit, 011]
'1.e~ R.QcL'a.Qt Cl-I <t ➔ J:'l. "< > C113 1. "t- H :t. •1-1;
me c:.hQ ni!.rn in\loh,er. ':!.~~ • Re\Jem;ible. Pllo<.ei;s
• C.1-)c,j n • Sl'o u, 1),,-oc:.er.s.
ini+iation
• C.n(IJ n • O'Xicii?Jna O~<vlt \w~/HU>}'f
Pisopo~a1ion
• C.hcun C.
:r'l. + ~
~rrv'nah'or,
- ~ Hatoaenu_._, n
nCln ,n "'<:heir a\\<.Qne '
H'2.0
[ C.hlDTTna+,'011]
C:.I,
C\-13 - CH'2. - CH~ \\\)-
~ ChcJn P'l!'opa~tion
er ;- c11 41 -- , Cttj 0
l t1 : i.
Cli~ -t Cl ~Cl ~·11 • \\. 8
)
iitt , <f•s ® %-fH-(H3
~ Chcun ~nah'on _,, tOV1ctne11mic.J C.l-13
h\>-
~
C:.\
C:\' -\- er c1 -c, Cl1<:3 - ti-I- C\1-z.tl
,- tH-t-t~
I
I
Cl-f,3 + tl-13' --'> C.\.l 3 I
Ctl3
~113• -;- er -1.·
~·
'f,l.' , fH 'I\ I
: SlC l X100
Cl-ilo~r,qt,,on and bll'ominohon Sx.1 + 01- l"-'4•~
Hien +en,p l ¼oo- 4 ,o' c.) ff( J
Cl-l3,
c: - c. - c- t-c- c-s°"' All::one E olcolilil
a ld~clc
C.oirbo:.~ lie. a c.,cl
I 111l
CH3- C- H ➔ C.H:i, - c.-s~1 Red h ot Fe/ <u iul,e ~ Ctt 3 01'1
I I C~ + O'!.. 100 am • r,~~ k. Ole.oho I
C\13 C.113
Cl~ +o'l. \-IC 1-l 0
Ch ltnlOSulphopa\i'on Cl\de.h~ Je
•, LRerad Iulo c.tioo ) CH3 - ~li!, -+ 0'2. M n( ~li3t<,•t)~
CH3
ReQ~e.nT _, (_ C.\'2. -I· So,z.) :' n p~een
I \<.t"'lnOI!
tl-l3 - C '- H
Of' h\9-. I
c.11.3
•e1rtio~
c..-'-.
C:- C., ➔ cH•
S~h+- An~d~ Al<.13 ~nched c-c:::C
Cho.;., --~H;CI' - _ , ,- ~...i,, isorne:ir Cli'l-" C - C.
c.-c-c.-c.-c. "1131<.)
I <:- C.-c.-c
c-c- c-c- C -c
- +~
II
C.-C - C.:. C -C
CH!3- CH-Clft -<Hi '
I tljl m'tl= <. <:-c.-c-c. =c +CH4
~H;.
C. - C - C :: C -+ C,zH 11,
Cli3- Cl-!'2-CH- IH._-{
t C - C:::c.+ c.- c-c
Cl-f.s C .,._ c.+ C.
tl-ts(Cti~c:Cl➔a A n ~ "IIC13
Ht\ Clis-f- C~z.-
fl1~
k e,,.osene
C>t,a
r
- Cl-I
I - n.13
C.H,3
[:So o<:tuneJ
.s) l:h-o\'liot-i2.0tion
a\kone
; c.0"G'bon oY
hio:ire
''
'
G) ~-a-ol~SiS
• C.,so c.~· re 0 p n~ tl'8'0co, bon
• 77131<:..
,-,~ I<. ~ C -+ -..H-z.
• C.H<.i I:)