ILJU:ult'S &truCturt:
.
fhf'S
0 /
naming bU\1,tnt:
>I(-- benHl'lt is YYlQ iWunch·onoJ group - .>Uff-lX · bet12ent
&'-' ,:2. - W (
naiogen curr ier ; acci p_K Lone po i r&. Of e porn h c1.1 ogen-to
rnw o.n ~U. C. h-oph ll (.. ,rrongH, ~ . fe.CL3 , ALCl1ltAr3,IILR1j
CJ
/
c1 1
~ :,,.0;:,;1,~ ~ -9 - o c_,hlorobthrt. IQ) d. . hLorobe ?I Hne
It 9tnuo.1.,rltdtl R'itHa.to.9tn-4H<1logtnllmit1X- tR+
btbAJGtfl ' 1i~u.id. \'e.1\1&1'\, UCL(K) +R c.o.rntr R..
icormn \,_ _"(OMP_•nt.nt-Of fr:1111 • If O. ........ t("'td to h19 htr pn"ori ry o.uc.yt c.no1t1 - prtfil( - pl'IOl~l (a) _.,- (r]:;/.lf< 1 <c;( t H +
to.=1109lJ\ , .,..., ,,, ,._ , ><
®'>-l'c.'''~J ~ - ·
Ho.to,9encor, ier x - H* . l.
Ml
A systeM Of.Sing I~ arid doubl~ bondJ. e.9 ·
La-
th'(NHJ
pnq.njlom,nt
.
rrll't-=L,,~
phtn~Let~Qn l
• . r,:y tHO
'H
Hf,y LH n1.en~
r,:;y COOH
:+ 4
6-€nera.l balantQO overd.tl iiq_Jo.n~"fl-(1. (.'.:, t_):l):c
HOIO~~n
r>,08LfM J: w.nttl\trt,<l(,ti0n>. -0.1,er11.a1deh~Gla. -0. . .J R..X -t- /\LCA. l n . ' -.
(?/1
b t lHO l (C'C IU ~R:.
• Bo nd L2.n9rh - Ihould h ti vi a.t.ttrnoti·119
El.lttlUPtil&.I(, au6STI11/TION '.
..
. .
e.g . n1rro.nori Of benzene , ,,, 95
r~twl ~ o, N,- t-t:f
i,
co.nt be. t-tuJ!. .,.J
,. \ r19 Lt.~ dou
(·
i bl'- t,011 ct 1
4 bQnz.enQ
O.dd .!l 0.S
doesn+
add !l.
uncU.r90 ele t troph•llt
wp tci clisru.pt 1t -~stem .
. . .
" nce.ntr
· n1 -m to.<:.1d
.
d
Cv Ot
2
0 N0 2
_
. . 11-- iv(L-LU. i.JOl ti9nr) (.-(\11tt<•r••:lf t • . ((I n(.. H2 ~.04 (cO.tO.Lyst) . ~ "' r,~Ht<O!oll).ll
)( - , ~y d l j'.ff <l CtlOl'I
~hO ,\l~ a.u wrbon - co.roon
bHwWlLt119t-h~0/-
ltn9 1e.tdou1,LJ.
/.:X -i ~ H -1 @(t-H · :-i""~epc:o0dO-prerent(¥11,ttnp1~ N0 2 tNT' '/
t (5QtJf\, trO.non~ clo 1T'inaniu,..bath "' ,,_,
,__._ ( \ t,o i,clr.
I, on Il l a re the samE I..Q)l9n• .13qrnvi 1 0
rfngto inKrMld1•u.
«niovt fftrtl
n1tji+tlt\
\&~IQll,lt H lOlt CO
t)generau.ari eUctrotH1i1.R.
• tl..eac.- n vi t._Y - now.d u..ru:u rgo s o...MR- •~ h i l l . (f\Ult to Ot"OI ii ruton1.cl
n lW'I H No 3 -r H ~ ~o -4 -1121"v3 u NO -r
· r
H ""' -
n r N1r Nr
) '-"-''+
rw...c.:h·on l cx.s oth.RJ w,10.turat:<d. tiydroc.a.rbo ns i. Hi N0 3: _,. V1..C,1Yoph.;lR...'
lif m~.u..li. wo..i rtght) k:~J'e,U.c:rr-cph• ~t c. Qd..ct.inonJ 'l lJ.lf t)t t (. s~ NO:z. ~ 1\102. {AfN02 ,.
r , . 01\~ r ~ot\
( Ont 1::>t tTt,VI. o.s It d-oe.snt d.1H.O lOurf~~ A D - , ot.i r- 9~'
i·o'2,,. ~11s -Qf
(6H6 O.rOMO.tiC-
V _, 1-1• t- H
"imbem.ent
0.
bromiM water or uncu.'3)o f\ortnal el.Q..ctroph i'Lic.~tl'
c.ovvq:ioLL~ 4.) ltQg~nero:t"t'On Of. ca.ta.L!:Jst
,N~\~llij.
o..d.d..-ltiOh . .'. scitn-ti5H bU itWl 1,e.n,wt nad hO c,:c bonds . ot 't'o9~~ k~U>ff ~~no~r. .---- - - H t- t- H~4 - - 4 cat a.L~st
~-~~(:'.iS!'!:~ l&rnenlti11& Halogert c.o.rn. tr- t- )(.1 --, Ho.loge." (o.rr,.erX _ +X 1
'1'9';;(1\t;
•~ ------ vi t r, o. L p I es - Sho<J 1d be. )' 30f tyc.lotiRXo.11{' •ho.togen corn-er 1.: ;i
i...::.....;..;.._ _ .J
lif. ~QJ:.. v..Li. was n·9htJ l-:H)01tJmoL- ') • roOMt-erviper'o.turtJS N ,. . (;::;I,...,,. (';:{v. +
-----.... l_8J' -¼ I"!-¾ 1-S> t- rl
~CC\l"\t l:,Q.-tTI.M.. a.,c::, Q.t-t1.,tO.L <1,Mno.1p!Ji~ l QlS t .) o-enrnm on tu crrophiu. ,.. • c c,._ d
'l!.111\t. r,.tl. tn a. r. 1 ·. ronv,ati on Of - .,on
Uit-tro h il..l
tX:Otl'IUIYl lC.tho.n predie,tfOfl : . IVIOre StO.blt t"101'1 A- LCl 3 t Sr -4 _ A P 0
~f"_"..:....;...;~=..v=...:;~..:_____:".:...;...;~-r-- 1/J , t I'\ a l'I Cl ro m c;1. t ic. ri /10
t 2. A LU3 Sr • ..J ·
L)
Pr~d it,Hd . :.
Al
Vt H2
O t.H. - ,~oit.Jn10t-' --)
l'!r
+. H - 4
,
01 + H .-.
•Actd..!1 Of o.Ll(.yl cnain irl prflHl'ILO..Of
na.L09en c.a.rn·er. c.ho.rg on
~ · Ref-l.JJJ)C. co.roo n o.ton-
prtoil.H~ AH "--360 itJmo L'' "\ b rD:"Ylohen i ent .
('.) -I 3H1 0 o.ctu.a.L .oH: -.2..atJ1<.'JmoL·
1
2..J ~.J.g~nUO.tt OI no.log t ri c.o.rntr <l .9 · ..,C 2H, U t- A LU 3 --\ /\; lLl.tf- t C2 Hr t-
./1
H+ t- ALU _ ~ l l o . t o g m ca m-v /J.. C.-CH?, ,:--.,."'c:~lit
<l.e.1oco.Hse.Q Mocle.l ot btnie.nt::_ 3f;sr - + ~ t - 1i8r .. J ~ M-) @{H-l 0
ffi
~H T
~ it-bond- --+p10.n(H htxo.gonal fY\Oll'C,U~
1 Al _ ct11~1brnte.nt
C.L4 t H+-4 /\ LU3,.. tiU.
co.rbon atom \'\CU an~ irt
a
(_ - C '\
(). p- on,1t ol o.t r\gnt c.in9teJ to overw ~uron ·. C ,
\ , 2HrU. I- 'o> - t o t Hc.L
C tn e. PI Qn(.
. L" , ·,.,,..,, , ,
1·I I\ la.non f , 1.
1\-cld Cl~ CH\
.
a.1c-ul 9r-oup 111 the prC1.senCJ1.. CJ f-O-.
ft l [,{3
_,. p~on,1 cCAH ov~r .. p • 11,U<..,.. 0117• a~Lc,hloncU. h O.lo9en c.urn·er;; und.u re.p.tl>C'-
e above.and
l
0.1,ovQ and. bUOW the p I OYI l . . r:,_
-\ofort¥1 G. ring "f "-- ~ru.J.0c.a..\.A.!.Q_d e ·9· C..H3C.OU.
·t- AL£,l3 o-13c.o t t A:W, Lj. -
ede.nsi~. oe.lOl,\l rnll. plant. ~ ~; 3 r.Jlt H.;. overa.,U: CHlOU t ®
e.nct up with -4f'\SIJSHrn eclen)1·~ C\t,OVO.. ALU.. (Htw(~AW3
o.nd btlow ·d 1 1l plo.ne. 4 -t- Ht"-! AlU.3 -r HCl ~ t ·HCL
