lun-5r-d''1-i[l cillurnor olloor-oru$ Gprt$6E@$51 erqgglc' e' oeirr--f enpi &a g>o cb et p gcir or r-or ii o orilr B$ I.

(a) gGx nqGqnuaua; 46osgydu (b) gGensgr.cor-etr 4doagtndo (c) 2-?uevtatrndx ldorr--: c I (d\ 1 - qGrnGron 3-r9g,r-reair erStr Gefirorir Gonefur2. Briorro$ pd,re')ougci:o>n enftuoreri S-Egtarl.rei'r. (b) z-qGqncan (a) 2-rgGornGqn Egtrlr,tdtr (d) gGen E grLryrflS; :rydaxb q uG66r6r n u qG n &dE (c) 2 - oogttqq ldorr-- : dl 3. B11r.iG6rnr--or$gch ergl ccretrcbrourrona Otlltit (9+r{titl (b) g'i spz snfiuar (a) e,;nriGunGa,ttwnotf iu e-eirer C'

(c) gofiu Etu9dv

e.-6tt6n

a,niuoir

(A gn

spt anrtudtr

loflcrr-- : dl

4. {l$:&ooinr.-arpgrei:

ergl 6leiu-rgrncheiu onffrl$op

Fni

(b) 1' Z-rlr,t qGvn&an (a) ot;naqd ct/l,cu-. "68* (b) 1,2- ar,tqGqnGrcr- n$Ggeo (d) e*;Aofrd; e1r'0alb lotor-- : 6l l"tt'5r'd''1-51 otr+ot ronbdulrb l. orqor ron$$u-ru ucdnt9lororl 6up$q9*15rn Gcrirorirtcir
uJr6ft6il?

e+urgr?

(a) gGen EgLryrndo+aaw@ (b) l'Egt-lre-eur

(c) 1, 1 atgGet'nGqn 6r$S6S66r (d) 1-gGe'nnGryn-2 rlGqnGrcn e$@a$ew 2. curgor nnSSur ucirr-9ebo:np Gcrirorb 6135l?

ldou :

(d)l

(a) CH,CH = CHBI

(b) c-tL1^

rc) (CH,),C =CH-CrH.

(d) CHJH: CH.CHO [derr- : (c)l

^p/

\*",

/cH'

3. E,lZ qg$uS@o$rn$

gfrirl@e'
BrcH2
(D)

(s)

CH "".1.
H

/r"'z'

.CH..CH

"l: CH^ (c)"\,": R. H cl

(a) Z, (b) E (c) E, (d) Z

"\

C
H,C

:C ./t''

\a",.a",

"\ c {, \

Br

4. poro$peborroorar ogtolrf,orcuicb 5r(951' CH3.CH2. CH = CH' CH3-CH: CH'CH, @tg uts)

CH3.CH =

CH.CH{agu&a)

CH,

\.

=.".
CH, < CH3-CH: CHTCH,

.r,/
CH,.CH2.

CH:

(gg uta)

< (CHr)r.C: CH2 < CH3.CH: CH'CHr 1ngru'ila)

5.

S$rieneotd' 9e0"'SchcQD*(5 GpriGonL@ crirGldl$ 6pnr--ri rorppurrnoeir er$porc lcirmeqt 'tl6)ol uneDol? (O CuH' (D) CsHro (c) CrH, (a) CnH,
(a) CnH.

(r) CH,

1- Egt-rc.-etr - CH, - CH = CH, (JDH H .,.\ 2- Egt-rc.crr (g1g ud;a) ,/

C=C

,/\ H,C
(rti) \.../,H \

CH,

pH

2-

Agr-rc-arr

(agt u&a)

./

H,C

,/":c\

\z,l -5r rto

(D CH,

CH,

- CHr-C =

CH =

CH,
CH, ,

7'

GtueoLteatr

v^^3 (rr) \..) cH3-cH'

C.
.H

,/

2-GtueirLtseo (g1gud;a)

,/\ HH (ii') cH,-cHrH

(c) (d)

,/

2-6)ucrrire eo (uEtu&a)
CH.

/=c\

cr4
CH,-CH-CH,
c.H,,
qOqffuB6tt

(t) CH,

- CH, - CH, - CH, - CH : CHz (") cH3-cH*"'\

1- Ogttfiorr-

--.'/'o '\ ,/: HH (tt') cH3{HlH'\ ./'

z-Gtpntg.tr @t1ryuia)

z-Ggttgctr (agtuta)

/="\ CH, H (,v) CH,-CH2\ /,CH.C\ 3-6ryig6h \,/ tc': C' ,/\ CH, H
(v)
CH3-CH2

(gtguts)

3-Gi,goar,9oar

Q-ogtt

u&;a)

:c
/
cHr{H3

urrpcl il16Ull{B.(Dalt TtIIr.S[.6[:r-of 6. 8$reeiruotporp gqgurie, ro gurio ron $gDurral om n eqrir, E, Z ererogrn gppglir orL@a.
(a)

HOH'C{H:

CHCHzCH3 (b)

CI{CH{HCOOH

(c)

cI{cH: CH-CHO
H \c/
il

(d)

cHcl:

CHBr
H

(a)

. cH-oH z

HOH2C_ , \C,
il

H'
Q,

.'C \.

CHTCHI

,zc :. H' CH2CH3

aglu&a e4aniq (E go'nuq)

gqqLti,e 4or.r,ttq
elonouLq)

(b) H_ , \c,
I

cH,

H-C

' \c//
ti

r. H'-zc COCH
gguia 4olrll,tjtl Q,garr,uq) (c)
H

togtuts J4otloutl
(E a4rll,u,uq)

1" t.oo"
H

c/
fl

rCH,

HC

' \c/-lt

,zc r. HCHO
g<Dut*a ler,ttr,ulJ

a'C\ 'CHO
cyeouutq

agtuta

Q. nauq) (d) H

(E elcltlr,uq)

ct

"/"t ! -zc I Br Hgguta .qanLq (Z c1onauq)

\c/
il

_H

.,,c r. H 'Br
togtu&a
a4GoLDuLl

(E elrrl,u,uq)

7. {B$riooirr-- Ger?roflraonm gqqu&e, rogtu&o gG*nroriasrne&

gfiuCI@e

(a)

CICH. .\\/ /Cl C:C ,/\ HH

glguta arfifiwb
oH c
C

(t')

CI

,/B' c =C
H

grgu&a rr,nfiSnnb

(c)

:c

(d)

\/

COOH

H
aEtu&a

cHo
rcn$SluLrb

l\ HOOC

C:C
H

aguS* ie,np$uh

8. g$d;6dinuor1irgtcir ergl or+or g0cnroriecrr* r-cirmert (r) cl.cHr-cH = cH-cHrcl (a)Cl.CHrC=CCH, (4CHr-C-CH".CH3 (c) CH, = CH.CHO
I

o) "-"r"","'
ll

CH,

clHrc- lH \C,
u

H'

,rc \.

CHrCI

-C. H' 'cHrcl

uEtu&s nnfifiuLtb
ror-@Gro

glgu&a nnfiflatb

oetGu Gu,fue'aivuatb{dl $)
@lA,itt (g+u1h

d+at

g'3orrtnfta'arrra

E,

qort ororeiu@$gta.

(a)

"", -",

cH"oH n
H

(6) cH^

Hl @C
Br

{* \coon

HOHrC'

,'C \.

(c) H-.^

cH(
(a) E

^.rCHo -L: U t cH,ct

=ctF

.rH

"qcorou.{

(b) E elell,u,*Lq G)

Z etoilrd,J (d) E .4ani,ttq

7
10.

OerronrSli
e

nr--Se

.$rfior6$6rZtopgri,Ec4eorroriqeeorm6 elrdlcurrb
,/

Slcororr,6)6

CuH,

- CH:

CH.COOH

CH. o )\

\CI I

CuH,

r\C/ ,,H
I

"oot-"\ Z e4eonutl

-C.

'

cooH

E 44anut1

orf slortotq [un.gn.oi.,1-71 l. GorcirGc'S otr .o;ornr]qeeomri 6onerinr_ Gcrirori crgt? (a) CuH, (b) CHCI3 (c) CH,COOH (d) CH,CH,OH
[oilcorr__

: dl

2. B$&snmlrir ndgr-Gr_eiler 6rc u1ornuqaorm Arpp66l6fo e-rgl alrf,eoculcb olrfleocuu@$,gr. cr$ri$toro, 6iuOg F-or. uqg$oorp F-*, qgqgroeopr $leoo:

d-- < u,eap $tr,rl,eu 3. G,[b{fi6c'irr-olfigcir 6rFglrdnl-ur oorp$looo r6ilq .$9rr

etfinSleaeu

< *69 d-- <

ug@lr,oap

q5pp6b

o_ehmgrr

rc$Gpdir, qGqnuGueir,

n-dgr--Gr-or,

or$fia$orreri,t- qGrynano@ 6urflwg,il

au qGqneoa@. (Br -sJ66rgt CHr-g o$l c_ aqare$tei-t

er$fic$cur

4. n-rlgr_Gr--cdcfo ot{r .qorrorirqosh, croporrnrulcb 6rFF $eourr-le$ a_ehmqr ereiruorp orrfrorcriu@$$)ri ernL@a.

-6)gJ.. ersi$lea6p 5, ouerrsru QgoriGcedlcb GoleiGorgt oterireeurmu;rb, 4l1otpdrb refum QoriGolg C-H rlerlerriqe orsnqrir tO$pgrri anr:@e (a) r, pn$sneq {r!6a|l/uq

nap$lcaoou

< ug@rr,rli,pficoou (

I
ut_@ J46aauq

(c)

6. =q&*og6l

- Gencorog$ orcocrur Ggor&eorneb ebppcb oreorul$orp oim&qgs.

ore ronprp$$)$anem

H.o.l.

0.7 KCal

oflcncorg4d'a eyie,
ary51, Ga,relirr

aryp 4doa,pn'ioagtaneri. qbp6o

Slcll,ett

arcoquut-tb

?. oresrenlu Gpor*eeorno6leir 6il.r :rqcrrrouqooren er$olrfl. $orpSrir ponou$po6orlsdrut upd8 qSdlut$@e. ug 6S13- ega ;F g 6u 6o;tr ILt 6-tt 6lo't6trtu G glg)ti & 6.'$ ff6t) G u rotr p g p6fi pu en,ar. .9! 6t.. aJ u n61r 6tt. vdr 6pBG *efrr @6 pn fu +,nc$ crrag-a-rrdrecrflcu

OH

Gunc,ow aryP

a,gjtb e a$l eo et 8gt etr eraq. g(ry61r8 -gt6orrr-ll96,r (l) - OH 6Snrg9 e1&xaryp r-9coeu-rrur-9gl**gt' .l,fi6i,pnowfido -OH Ggtn@@ Ganewetgl Aar,wowu9gt**gt. .s1&aaryp etta etlaorct)t1, Gg.nowr ergfr etanuau& snt]4gy6 qlflgl 4@a zatrernfupe:o e-615tL- tugl. e1pewn,rt Gsfiq6fl olgil 6u{r .:461ttL'DUL1, eropfieoauuga; *rr,nri 90Von, ":qa*.@rgfr cq66rauLl l0ohn vctr6lT66t' @g o}earewnn,ia, elt}aotd u8"61, ct1bg 1y:anprtn sniuoi es4rytqL66r @eaamrisLLtLt-@otrm g,*aettd agt+ggg66r etguti;srgtatr Gsnenefit ei?er:suiau *@u@Satrgt*. @St -:4&*eugfl uSreEeauLti Ganaivt- 6u& .giett.oul-jieor fiaa$poneandautti 6e*pt66gtgl. S)copGu 1 : 3 @ggary :a&*atp o$laeaar ercnhGytnb @fifr*tetgaas Gsnem eugfiuSe$dau.tS 6)o,naivr- ane elarlnur-$cu @leuooeu.
$i
ng

urir

8 A u$g

Jr!6n,rr, u Ll

Ggrgdrlq oroorc [5 l.
e${i;

ro$lluGueuoroehl

aditrL-orpdpg er@$ gl'rian L $l corm & c-$} oflor <fi qq e. (a) gq5uri;c-rogu&a onfpurrir, (b) gsrnullurob on$$urrir. (a) grg u6o-ogu&e ronp$u:rir : @rLeti,tu 6leaewruuna rilcoalirrda, u u tt- sn i uott et @l&sqt-an @ e;rl,r,wr $glenm elgl 8; a etr gJED6ug GtpngSscir qp?anflaileo oloau,&auu@tb gseapufldo
angt u@atgndo eg$u@ th anfufl
u:

th an4amnfi fi uL tb

orewu u@

ti-

enatrgt

2-6lg4t-rcetr
,,CH,CHJ

H\C,
n

H _ /CH,CHr \C'
il

ll

H-

-rC .'.

CH,

-C. ,.\ H,C

fpfip 6png@s;;n gGq @,rl,e&do elaagfigd;gtb attryett.o tU Arau nnfifluLth (et) glguti;a nnfifluLrh erctre4tb, gp7 Glptrrggs* o@6ySn @aeuSlcio eporcg@qry&gth. an4anb (ll) +qn66rciu nnfifluLn (eD nguta nnfiSluLrh orevayh eyettgthsuu@dtpSl (b) gcrllulu-rr$ onf$urd ' gG4 1y:ort&e^gt atnutun@tgtb, 6atefuGatgt qp6ouefi cil6anuq{tWL-gt,h voirer Geinnsen, fi 6n (3o66r66t6t! fi p gafi a u s tgs n q lgen e ggt tb fi a e dlGc,vr .q,il6.r'grl ep b @ erS n@ a e ufil G at n * g fi fl avr nat, e$G e rt n tu setr g afl 8* g fi G) nnfiflurilsen oreoayh, @&Gtaneraa gc,fi8+.gfi6 nnfrfluttb ereteyi:
eqagtdsuu@6p9.
enetrEt. oun&t4,t ayfic,tlh

cooH

H--+-oH : '"-]

f, :,

I'r

To"

"

Jn

. eoni,+t grd)6u eganuqain

2. Sccfu9Gurr6rofi, r--urnciuqilGurnori gGllrorporp Gorgu@$$r; enr-@e.

SerdrOGurnort
gefiagfuA nnfiStwtuseir g$g ,gb6l e4oraanulrc a$ircrri,pt
r-urnciuqrflGurnro
gr,fi a g fuE
ufl r-,tr

ri

a4rlrra?Gat3 uL

uJrr66t gfluSt-at-ulrh
6snaivt-eaat.

anElu@Etpgt.

GafiQun(DFpffg 9*- 4t43bug Gtpntrt 9)-dLLngon q+ Ethu L-!66t t- tu 6o6rt tu n e @ 1gri,s ng. 6pnuriqatuL qp0alofl
elarcuqGlsnaiataeu. gr,fi sgbgttb @^*
@ca+ufilcio

at@h nnEttt@th. rcfup e6oanu uaitrqsofigtb

g$gpnu91ryd;gth.

@^*

otduetn @uLfr3u6o uoioqo,aflgt rh Gatg u@ th.

Slor drOGulnrori

r-- ur n eiu ry

rfi G u-r

n ro ri

4, d, I nnfiStuLnaeadn t5d)6ao,t
uitffiCOng pe#t$perflGw Afr $pdu ePluarcne4 ooftqdaex.

tu

noht

t4rfl

ercfta, n s LJ

G ur n rc is c,o6'tr 3 ft&o,eio &l 6) u-icurrb. 4

3. *g$o

n ri-r

&

o> err

or

er eir pr n

eb

er

cir or

er

$t lb gl & e

nL

@ r--

ot

ollen 6 qg *. COOH
I
I

H_

oHr
CH,

D (+) onorgS sldlouth

CH,

L (-) atrdry4;

ctdreLio

d nfigrh I nnfiflurilaoir
'*gfianfug
uJ

eoelltre$leio aa$gneio

deotuugl,

e,otcaeuuntaru' orevuu@hpSt. @*ser:aa gefiixpfigttjc Sotreoln u9 6frr b pgt. @ tia,exeaat 8do at a:@*g: b 6, ril * gr,fi a g fiQ, $1 t@* g b 6t gafl *gfrAulann,io enetrGtetLuLuut-@ Atr 9Auqpflpoo

ac,:ucrieu' @6uatrgt aaeaeueauL$ gunfr$g,io'agStantL&

ggunr^pg.

nnfisluLrtuaeaorg p6Fg g:aptuSleio perfl$petflGuL gofte,gtfigttb patraoauq6n6rr @@rcfffi$tuJrilsernsi 3fi$6p@d;s (9+ultb. @atatr;oeu 6l rf)$geaetGuL a,Pnntu sotaeuauu Arf'l$ge;o
ercw6Gpnb.

stTnargt offirp\gt Gun6pgt. @eeo'ucoo g6'ft egbEtth gdwaLouLppgns Ggnfipnaft&dpgt arerflgtrjo $tflgt**

or@$gtilant@

ountil46 gr-6lourb,

tnritnft&

a46lextb

4. r6Gcn unrir--nrfl6 J|t5lo>ril, ooctrcb snfiuearen& 6enoorrrgerfl*p1ir grn pororoulebo:trp Gcfi rorir - $lu:nu-r uu @$ gte.

(Mar, Oct 06) tnritnrfl& e1t6lcu$Scio e-en6n g(D aaaqou aniudtr a@qb*gfuA u @ h *, p *. .uL n sq tb, Ln fi6 p n ooEt @ -g * p b fl u.t na a4 tb 6 e uL er$tri gpfi gallunevgt .-elln6t9le;o @eaesefido $lgGeug $go*o,iu ag'figst-u@6pg. flaq 'gfiA g$gurcndpg. @Ae nnfifluLb gofic.pfiEttb geoanwfippftApg' $1agGu'6Genrcnfiftutn
ciu

aeir6Gpnb.

COOH
i

COOH OH OH COOH COOH

H

H--l-oH Ho--f- H
I I I

COOH

OH OH COOH

Lnitnrf]&

e16e$@e'sr d,

Soaonr

gd e a gst. u$, * *
G rt ea

uS}en nnfiftuL$$a;o @ran}' Sian$panaLnuLfip aniuen Stburcns ctggttia,etr S115uEgtth, gtnryt nfiGtg)n66rdte 4+
u4, $)
r-b

goa-re a'
Gt $1 rgd;

6a

(9(ry6a n
S)
Lb

wn

r d 6 thG u ngt
n eo

g66rryt
E
tb u

pt4,i6pyt' gt,bqetd;a-ftcio Giari,u,$penth @@ "- unStunsu Efi6;6pgt. stpewndx $1tbegta6a"f)eo LlpGtareft 1+eanu 11' eJ+
&eenenrit-nrfl{ s1.jlcu$@etr gafl *gppn$ Setreu,rc gtoldaflew n@ GteiLgeiu e-otretnri$g; uaivurhpgt. elpoondv @oop e-enernnrig g w n dv el b u @ 6 pSt' ercr6, G p n n. @St go ett a fl eo & n a n $ getr ea n 6&en ctltau,utau :ltfi66r goflapfiQu uaiwtlai,r-uL u(Tgu fi d o (g + ur ftgl' an an A G w n a ia,efi atr @ ea ewr uL n s u E etr se;r;ta, Gt u n
16

a$

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a fr

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en

th

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GeiLnb

A rfr$pc;o

g}r gg Garir.oGrcwotrft soucocuu'rcuou' Gtew tt @uL a: ngt'

@Satrncio $1eag

5. riGsn .gtcorouoru, *g$onrils ooeoorugoslqgsgl GolgruOSgt*' riG+n {GrD6iDot rg$onrirtco) 6ct erl

r.

@gt g(D a,at)Gaar. gefi s,gfigrb nnr!ft uLrw eaeru

@flgt** I
m$7t;o

Qglt g3,r gqg Geriror-b' @^p, Aft$gc;a GteiLut Su.tang. fuy zenarnriPs Fr@ 6euLpa;n,io geft agtbEttb gotrearcwfrgtfingpgt.

2. qytnnnrig FrG' 6edLgatndo @St Offi egbgtlb Peurean , @g,i6per

r
3.

e gSo n rir&c

6D

dl ot

@fig)t6n@r nnfiSruLwadn

aagdx gdtrarcqar6fi66r. 6. qprGorerfl etorrouqeourm& .clflmriqg.

furl

eri,sqdo petrearcu fipeaeu.

gd,tiglil DL

1g:orprugonor

8 i ea rc $ p ein a a uL fr p s n i u ctr q gt tt; s ea dr & G s n aiv t qyta&a.Etaefiain erflwnatr tqgtGtatefi 44an u uoou gdggt,; anLr &Eayn ;rgrth et9\@gnefr D, L 6r66rgt rgflu9@b qgtooperl uti

easwnaiwrni.

@bg:apdg, defieqncilt+lrr,4@- gfq g-l_ 1y:cu6a.pna 6t@$gt/i; 6anaroruuLL*gr. atex@*pfifl, @-rg*gpfl 46uLatfiftev qpGeuefi elaaLDuLla 6ri,er gta,pGuL D, L orgttb gfrugtuneiu 6flutfilt-t-ni.
CHO
I

CHO

-tI

oHr

cHroH

cHroH

s,gbQt gfirs@
6ia,na.qneut+6ll,g@

: d(et) (+)

BefieqndDL+aop@

I (et) (-)

qpGtanfl 1qarcu9atu @dtLf@ : D Sayrflatr flgteio atntuun@ :

L
R,
I

R2

l1
I

-ctl-x

_c _H
I
I

lt

DRrl
6
uL(Dotrer.g,r.

LR,

ttngteuns +a@a, 4iflgGewfiptb et6aL7g Gtpng,@ Grcdo ug@Agtb, g@&a,tr: s4oatgp 6Sog9 Sguurg@u}gttb snr-r-u