Vl BRANT J EE SU CCESS PAC KAG E (VJS Pi Part-B (SOLUTION) CHEMISTRY

Organic Ghemistry
't73. A
Sol. {C- > C-t is n:ore nucleophiiic due to less hydrogen bonding in water.
(e- * O*) is m*i"e nLrcleophilic due to electron-elect;'on reupuision in DMF.

Ar'\ro"
r!l lel fi'f"ll
'+4? V\l I

itautomerrsation)

174. D
gH. QH. gH.
?H,
a'-+Fi H--j-s' u-{-a:" r'-.-i-n
sol. cr--f_H H--i-*ci ci-_{_H u_j__cr
I
cH. cH, I
cH, cH.
I

(i) {ii) (iii) (iv)

Compounds (i)-(iii), ii)-(;,.;, (ii)-(iii) and i!l)-(ivt are di:stereomers.

D
IV5"
Sol. Given reaction is welf-kishner r*ilur:iior: as ',veil as Nucleophilic aromatic substitutian of -Cl atom by *OH
group.

176. C
H
optical isomerisnr

NaCH/i" 'ONa + CHI3J

Sol.
Geometrical
isomerism

177.
oo QHo cH

Sol. ,nJ-8-* ffi#g*'rn-t*-8-o" n*, ,n-J*-.o,* A,

reaciion)
cannizaro c{-hydfOXy aCid

5$en
. .,o-8-..
-bH-pt,
- ztlzw -"cHa
\c-ol
il
o
Stereoisomers = 3

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VI BRANT .,!EE SI.'CCESS PACKAGE

f78. A,

[oJH.
t'

sor.
O
Br,/FerO
(A)
Mg/co'iH@,
o (F)

179. C
$ol. Remova! af preton fr"om foilowing compcu;"rd u::i give aromatic stabilised anion.

''h-"Lffi*ffi
aromatic anion

180. B
Sol. HrlPd-BaSOo (iindlard catalyst)gives cis-alkene from alkyne.

,CH,
cH.-c=c+c=c-cH, 2HriPd-Basoo,

Symmetrical compound, n=2

Total stereoisomer = 3

'!81. C

cis-alkene

Sol" Compound

trans-alkene
liq.NH,

+ cis and trans alkenes are diasteremers with each other.

182. D

H
OH
\
Sol.
/ \-on
+

(2 lsomers) (2 lsomers)

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VIBMNT JET SUCCESS PAGKA,GE CHEMISTRY
183. (i) D {ii} A (iii) (iv)

I
ii CHrMgBr (excess)
t'
t
t) HBr

t\! L-.1
ltci^ i

Sl'J2

184. (il D (ii) B {iii} B

Soi. l\lcies ci HiOo consumed = no. of C - C heving vicinal diol and a hydroxy carbony! group.

185. (i) A (i i)

Sol.

186. (i) C (i i) ( iii)

i lTt, ?nff
c. Phc-ocH.*
* f,,h.^^u dir KoH - r;l?-cH,*d-Rn
$ol. i}/V':!i -# Phctic
-"
t-t)_J "r,
(P) roreni i,,,o*-
J,J
PhcooH ri??"- + cHrg

187. (i) A (i i) ( iii)

sor. X-#ffi- X{ LAH4

>
'X_-r*+*-,><
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v i B RAi,j T J E E$ ["j C0 ESS pAfl d.AS f; ( t"J _q I : I]:} ft-s igt! i._
:"1
lro i! ) s{-tE*1r$TffiY

{88.(i} A (ir) B

I" + NAOH
:+Ph-e
sot. Ph -9H - CH, -ONa + CHIr
I il
OH o
(A)
conc. H2SO4
Ph - CH = CH,
Polvmerise
lNaffieff
(v ]'-fi-)
(B)
\ Ph Ph Ph Ph/n

J:i1

oH oFt oH or-'l

X cHcr3/Ho-Na. &"H =o Acro/Aco-Na* .X-"* =cH-l=o

sor. €J-t9 -:flQJ
Jn, 3r, J*,
*'xxo.q-'^ IH

190. ACDE
oo
s' O+=-ii+{-'+4'
(A) is soluble in NaOH. (Saponification)

^ril) +_ ^--\
q"*:Hqpq*,-9*4J:. ^u

\t *-/ insorubre

(D) is soluble in NaCi-|.

B is an alcohol which is insoiuble in NaOH. C is a carboxylic acid which is solubie in NaHCO. and shows
effervescence of COr.

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 "/lBRAt',lTJilTiui;,.i;.s*e pA{]i{_.a.qg
iIJspi p!,d_B
{soLUTtoN} cHEMtSTRy
'!s1" A8{
on)"
,r,
H,\b
= n(n* . 'j; =(*
{anti) (syn)

SooH
iooH
,.,?.?
CH, CH,
(cis) 1*:ans)

*"\^.""o*
(D)
'o\^'"'t* & gr/Vr*
"rzHr,
Opticalisomers

192" ABCDE
Sol. (A) Rosenmund reduction : ph - CHO
(B) Stephen's reduction : R * CHO
(C) Reduction by DTBAL- H : R - CHO
(D) Reduction by DTBAL - H : Et CF.{O
-
ct
I

,r,Ot 2cr,rtighi
, ryt--t' 6g. ry"-"
193. B

sor
O€ **,H1,',., q."":
musthavea-Hpi'esent.

194. ACD

sor. (A) Ph-?=.r(ol sE- ,n*fi-cH(D)z

oDo
(B) Ph-? =.r, S- tn-fi -cH,
oH0
{C) Hydrcboration - Oxidation
prr-c=gH s> Ph-cH2-cH
l-lioHo
VibrantAcademy(I)P!rt.Ltd',A-14(A},'RoadNo.1,lndraprasthalndustrialArea,Kota(Raj.)or-pn"l@
uBRANrJEEsUccEssPAc_KAGE(vJ$p)_Part-B{sGL,tlI!9N) _, ,,_CH,EE9TRY
{95. e

$o[. (A)
ct*iu

*4 rno

Cr-axis
(c)
+ ''i20o
'i r
Cr-axis (Cr-axis !s present to plane)

196. D
Sol. (D) NaOH NaHCO,
Ph-cH2-oH x x
Ph*cH2-co2H

197. ABCD

198. BCD

S*!.
GJ n
(e mnatcn)
@7='
I
!!;:lfffixll'i,
@#
l-Hrloenyorogenation)
.{,

M',
VAo/
199. ABCD
Sol. {A) cHu - i'lH, + r1zo
so
[CH. - NH3]CH
i8ase) (Acid) -) Sait

FeClu + OH ---* Fe(OH),

(Precipitate)
(B) Due to resonance in arornatic diazonium

eo
\rdt*t"}*\j*=U
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 Part-B

NH, :eiir
t- i'l
I
- AiCl3(deactivatin g group)

(c)O + Ar,s ---> f',z^\l No Friedel-craft's alkylation

IrJl -+

.-oH/t,o ! 6f*oo* * R-NH2

Saoo- (1.-amine)
{N-alkyl phthatinride}
-----

2S0. ABC
$o1. Peptide linkage :An amide iinkage between Z-o.-amino acids.

lH*lH,o
J
HCDC - CH, - NH, + HOOC - CH, - NH. + HOOC - CH - NHa + HOCC - Ci..i - NH - CH?*CO*CH3
tt
CCOH CH2Ph
3rn-arnlno acid)

J;ui" BC}

(un (**' Io cr

sor' rH*, (expansion),0

,o,
Q O -r,-o+ * -.cfr*

-b
.a *
'-' b +H+,
=rr 5 -- $ ie- d

'''
-"{ +H+,-'ud -Hp-d*6d.'b
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Vl BRAN I J E E S'r., CC ES$ PAC KAG E iVJ$ Pl ?1* rc' i3 {SfrL i"iTlON} Gt-{rr4!sTtrt\
',fi.t
LVL. fr.,
VU

l*-"*. ,r1r'CHrNH, f'\f'NHCH2cH3

sor. tnr
(l rur
U tcr(/ 1or{,
^f"*2NHC!-{3
2S3. AC
Sol. lt doesn't contain hemi-acetal group in any of the ring and (a) is pyran type.

204. AC
Sql. First reaction is Reimer Teimann reaction and another reaction is carbyl amine test.

205. ABCD
$ol, lt is an aldolcondensation reaction

/;-
I r taE) (Nucleophilic .
.1 n(J -
r ---i1r-? -----?
addition step)

intermecliate)
*Hz 4Ff
"1

Hro *I
/-€-n,
J +toet
,Li:^-to"
.*, -L._ ydr.atrcn) (4,
Chiral proCuct

206. ABC

s'
--ry-dy
\
All rings are aromatic

!l lt
\o-l
<----+s Y

Both rings
are aromatie

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VIBRANT JTH SUCCESS F}ACKAGE (VJSP) PAd.B (SOLUTION} CHEMISTRY

so, (A)
O #,O y'GbL- ^ -H@,-
e -o^f.'
)?Aoet H

,re o
,Ei EtC - CH = CHz4> Eto-EH-cH,
h.
lEtgH
,1,

EtO - QH - CHr+ 6@
I
oEt
(Acetal)

oco
li li crnLr
(C) Crir-C--O-C-L,'', E1#-+cri,-i*OEt + CH3COOH Nucleophilicacylsubstitution
li

H-
oo
rtci-r
ll ll
(D)CH._e-cIffCH._c_ort+pg|NucIeophllicacylsubstitution

208. A-+P,Q ; B-+Q,R,S ; C+P,Q,R ; D-+Q,R,S

Sol.(A) Sep{

kil hu,pe-o,
Carbene + Nz

$tep-II

q;b f' ","$:"

eompound

(B)

o
(c) Step-I

Sr-o *8u*8a"' orcr-e-cr

cr/ \/ Ei",
+610

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ViBRANT JEE SUCCES$ PACKAGE i\rrSPi Part-B (SOLUTION) CHEti,:tSTRy

()5;
i*tH-Nu" H
oEt
H

209. A-> BR,S ; B-+Q, S,T; C -+Q; D+Q

Sol. (A) Br"
Tir U,.rr+
rnirror image

Antiaddition
Br
.'/\
I

(B) I
\-,!
il 3t ,'
lrt Ul
a\. + mrrror lmage

Br

-L
(C) (n)
't2 Electrophitlic substitution reaction

Qrl

(Dr Br-,4)1,'Br
I (Jj
\r Br
Polar protic solvent will increase the rate of reaction of phenol towards electrophillic substitution reaction.

21*. A+Q;B-+ P, Q, R, T;C-+ P, S,T;D-+P, T

Sol. (A) +- Acetal

linkaoe
H3

Hemiacetal
linkage

o-'1,4'-Glycosidic
iinkage and acetal linkage

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VIBRANT JEE SUCCESS
pACxAge U'ISP) Patr'B (SO CHEIISTRY

Hemiacetal
linkage

P-1,4-GlYcosidic
linkage and acetal linkage

(D) <- Hemi acetal linkage

211. A-+Q,S,T, B-+ R, S; C-+ P' S ; D-+P,T

*
Sol.(A)

ff.
o
oH-

B-Hydrory ketone

(B) l-+

(D) Step-I

an- 68, @

o),o
StetrII
-*O+Hao

O.0*0ro4oo o-complex

[100j
ffi.Ltd.''A.14(A).'RoadNo.1,lndraprasthalndustrialArea,Kota(Raj.)DLPHelpline.074.32o5261
VIBRANT JEE SUCCESS PACK.{GE (VJSP) Part-B (SOLUTION) CHET*ISTRY

rjr
i1; CN"

Q*,' n
V

otu NC"
Nu

&-"'
(D) trttJJ
------)

213. A-+P,S,T;B+Q,R; C-rO,R,T; D+ S

$ol. {A) Cellulose + Example of polysaccharide made up of p-D-Glucose unit.

?
iB) iiooc *1cH2)r-cooH + NHz-1cH2)o-NHr+ Ho - I - 1cur1o - cooH
Ad;pic acid *u;fiithylene
,
l-n'o
oo+oo
ilti ilil
(* c - (cHJo-c - NH - (CHr)r- NH - C - (CH2)4- C -)"
Nylon - 6,6

Glycosidic linkage

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lli BF.&NT JEfi SilrC$fi $S p,s"#KAG r {VJ$ P} Fart-B CHEMISTRY

^./a KcN; [\do*

"-'., ----- V\"*

,:u i "',,TH,
"*ll'
EtoH > (C!., l:''
.,cH.
.mirror imase

NB$ >
(D) +mirrorimage
O *
215. 5

sot. trluou
o
A>-fi;, A" OH
I
Tautomerisrr
\J
t!

(tl - keto aciel)

(b)
*4",$.&
(p-keto acid)

(c) CrSSSI+ er"<:,

igem -eli*arboxyiic acid i

OH

*#cooH+/0
I

1\(coou
(h)\./
(B-keto acid)

ik)

(gem-d icarboxylic acid) (B-Keto acid)

=4,* 0
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[1021
vtgRANT JEE SUCCES$ PACKAGE (VJSP) Part-B (SOLUTION) CHEMISTRY

216. 5

C1
CI

sor. lb),a*/** {" "A/ n,o#o I

o @

(h)x+*x
,cl
,,,++F+
(^O
CI
1g
o
^r
irrrl Cfl.
"--;p^-J-f"CH,
' nt' I " - CH"
CI

Lt I . 4

cH.\^ _ tnr\,^-
$ol. t\*
= ^/cH"
,
ano n/H ,x=2
*/u n/"-"\cr,.
r
cHr '""""tcH' y 0 compound shows optical isomerism,
, = not G.I.
,)"-c=c\iH
cH'\.'- n-n-n/c{t
and trans, z = 2
*)C:C:":"\r,
Totalx+y+z=4

218. 5

d,,,4
o
o
sor. (b)0 Tauto- (0,A. Tauto-
\-
*
OH

ooH o
(j) CH"-C-H
li tauto- I
CHr=g-1-' ,,,0 +*d
-
219.
Sol. a=8,b=8,c=7,d=6.
I As oD/D2O_
oo
(D \- ,."AnA"r,
y\D
(a=B)

o
oD/DzO_
F- (c=8)

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VIBRANT JEE SUCCESS PACKAG E (VJS P) Part'B (SOLUTION) CHEMISTRY

Ar?A
A€**w- D,cAfco, (b=7)

CO
(tv) A
\r\
@ s),\.? (d=6)

)*
{a+b+6+d)-20 = (8+8+7+6)-20=9

i', ,;. (vertical PCS) iCi\ ;H i

Sol. nnZ?OS{ ; i >=< i " 1 POS o* (molecular POS}
\o*(moiecutar POS) ";* i..Y........... .)-C_|.i Totat pOS = 3

221. 6

V.*V
NBS
Sol.
V CH, CH, TCH:
Y cHrBr

ff-**N
.YY Y\8'.
@
222. 2
Sol. Compound'b' and 'f' becomes aromatic after deprotonation.
e
(b)n -:r+n Aromatic *@:H'| qAromatic

223.

OH OH OH OH

so, ,,,++,ry.il *,6f€#"$1"

CH, Me Br
X+y=2+3=5

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VIBRANT iEE SUCCES$ PAci{,a.GE (VJSP} Part-B (SOLUTTON) CHEMISTRY

e34" 14

OH
CH

srr#3sn"#"-" D.B.E.=g+g=ld /*
$ol. {a} (b) l[ -J
F;Ie
YN=N

225. 4
So!. (a) pfr - CHa - OH
cY/^-+Ph
-H2
- CH = O (')clo'e#ff
(.)o-'o (di CH3- CH = CH -CH3 *--+ CF{=* C = C -CH.

226. 4

fir
OH
KOH
Sol,
A
Y--\
o Io
s %l
C

2?7. 5

s' ,OIt#43*, _::_-_->

Aldol
Condensation'
{/ (o_Hydr.ogen is present)

(noa-H)

ili) -{*il" O;:X 3 .o-,,jft#""*q%.-

r( (cr -r-rydrosen is absent)
W =

,,,,,
Q};(*,o-uk' OfSH = o .*#5k,/ (o-Hydrosenispresent)

{ulQ[# x (o-Hydrosenisabsent)
W:X=3-6dffi
/a o- A"no
(')(l-T#Uffi ry
Ardor
*r#."arrh* ,/ (cr-Hydrogen is present)

,,,,G-,o-*r'*: T;ffififi' ./ (a-Hydrosenispresenr)

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ViPryAl;T iPH ' ijit:;Ef,5 irr:,iji{:.l\fie {VJSP} Fart-B (SOLLJTION) CHEMISTRY

r*rffijr*zr0{Fot;;ffin;,* x (u-Hydrogen is absent)

c[
C" ,,AfCH = o ---|' Aidol
*,,roQ r1ozn v\tscH=o Uondensatr(]n (u,-Hydrogen is present)

228. 8

Sol. Nucleophiles are

=

CH.-CH"-OH)
" ! tone - pair of es
NH. I
fcrrr?rSH ] (*ve) charge nucleophile

229. 224

O ,'"cj."".
4--* 'oco,t
sot. o ,A4.9r{ 1sas1

o r'd"'..
r"rl\ffii a
'co,t(sas)

oo
/:::\ ll
(rrr) ph
ll
+ NaHCOs+ph -C - O-Na* + HzCOi-+ COrt (gas)
-e
14-OH 14

oo
ll
(iv) pn OH +
r+ ll
NaHCO3+ph -C -O-Na'. H]Eq-*'oCOrt
-C - lgasy

oo
il
(v) Ph-S-OH
NaHco"
"-"--" > Ph-S-O-Na*
ll
+ [-treer--+COrt (gas)
ll
oo il

A+B+C+D+E=224

230. 4

r-@
+llln."o oAc oAc
Sol.

OAc
(Y OAc

(4) Hro
2HCHO + 2HCOOH l_,"ofx=4
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VI ERAII{T JEE $'JCCES$ PACKAG T {V.

NaBHo can
NaBHo,X
A reduce only
R *CHO
o
$ot. R-C-R
AnecH,-cH2oH o
il

R-C_CI
I*aBHu il
/\ * cH3,-r2oH o
/ \rrl
vt

;: "i dl,.
q

A/ /
so oero+o.o
y = 5 products.
2{cistrans) 2(cistrans)

4,, r, o

Sol. (1 ) n /\*r,&,4,/\ffiN". /\/

HEtul >
/Y -
//\v/
(r) ( --*
Nr-j CINMe"
i

>-q*"
G)lY
l

A I

CI

(B) /./r.vn@\ru*,_Ef; /\/ $)ry+ '/V

, {x=6products)

234. 2
Reductive V\Cr-iO
sot. @ V cr"*v'.ir* V"*o chirai

IA
(5) A
(l
Reductive
ozonofiC'
A.*o chiral
U"no
Compound (2) anci (5) give chiral products on reductive ozonolysis.

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 YlFTiSl:lFEf.i-*!.!Jf$ pA-CKAGE
{vJ$P)Part-P ($olunoN} cHEMtsrRy
?3S {
$cl. ri,t :::riq* iirfl:*i",'lii)0 lav;nq lf/e e r rnorr. chiral center with pos/ccs so
'I.a). COOH
"'H"
:
i-

(B) (-j*o, (r) (F)

\:t
\:/
/-i-\ (ci
'
H-FoH
.-_"-i.-".-POS
H-+-oH
I POS
:
PCS
CCOH

236. 65
Sol. (A)CO, (B) NH3 ic) H^ (D) Hz
so 44 + 17 +2+2=65

237. 5

+
Sol. (1) + (2) geometricat + i2) *ptical isomer
tsomers

238. 4
Sol. Those sugar having hemiacetal ring/o-hydroxy keto group are reducing in
nature so
(a), (b), (d), (e)

239. 4

tt
vv
Sci.

240. 6

a!
.'n*cl
i-*T-cr ili---Tl-I..
Sol.
ri i *"'
r
--ycl r_j
--1"' I
(1) l, *f ,{-
I

241" I

sor d+Mlmase x X
7,,6\;l
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VIBRANTJEESUCCESS PAGKA,GE (VJSP) Part-B {SOLUTION} CnAUmtRy
242. 2

$oi. a1 ./F Ft ./F

G=C.
\", C=C.
\",
F'/ d
?43.

6666
9H N=o Ql QH,

Sol.

2M.
$ol. Anti-Aromatic species are:-
o

A rl
*Nn
U/

u5. 4

OH OH

$ol.
6
Y ,fu-'l
NO,
, cH3cooH

2416.

Sol.

247. 4

Sol. (b)
!-**, H?,,X 1,2Hoshin,A *.k-o*
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CHEMISTRY
248. 4
Sol. Positive isocyanide test is given by 1o amine so (a, b, f, h)

u9. 7
sol' Tollen test is given by aldehyde group or hemiacetal group
or a-Hydroxy keto group
so (d), (e), (0, (h), (i), 0), (k)

250. 2
Sol. (b), (g)

257. I
Sol. y=3,y=3,2=?

252. 4
Sol. (a) pOS, (c) COS, (d) pOS, (f) pOS and COS, (g)pOS,
0)
pOS are present.

253. B

Sol. (a=2,b=4,c=2)

254. 5
Sol. x=1,y=2,2=2

255.
Sol. C, epimergive same osazone derivative. (Compound 1 & 3)

256. 5

Sol. I,lumber. of OH group = Moles of acetic anhydride.

257. 16

Sol. 24-- 16

258. 16
sol' ln o-D Furctofuranose four chiral centre in which c, and cu are rocked that,s why
consider c, and co only.

259. 5

Sol. Number of a-an:ino sgld = pentapeptide

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