Conversion 01

Q.

[5]
of
Q.

6.0
[6]
Q.

go
[7]
 Conversion 02

if
Q.

mayst
are [2]
Q. Compound A have molecular formula C2H4O2 gives effervercence with NaHCO3

9999989.9
8 CHO
O
CH –C–O Na

one
Perkins reaction

did
[3]
Q.
mona

my p

[8]
 Conversion 03
Q. Moles of gaseous hydrocarbon released in last step.

[9]
Q.

aasHIsomers

Mota
Aid
then

[10]
Q.

no

[11]
 Conversion 04
Q.

[13]
Q.
3

[14]
Q.

000086
H

Og Euston

[15]
 Conversion 05
Q.

[12]
Q.

admadllallelaggy creep

[16]
Q.
Ketton
Haqq
as
É
Iafrate

99in
[18]
 Conversion 06

Q.

[17]
 Gig
Q.
a

[19]
Q.

i
Doggy

[4]
 1

Conversion 07
Assume 100% yield if not mentioned and also find x & y gm

H O Re d 1. CrO Cl then H O KMnO NaOH

Mg 2 C3 
2 →(P) 
→(Q) 
2 2 2 →(S)  4 →(T) 
NaOH,∆ CaO, ∆
→(U) [60%]
Hot Fe 2. Zn-Hg/HCl
[8.4 gm] Tube [50%]

| HCHO,
(1) H2/Pd [y gm] ↓ HCl
1.Red P/Cl2 (2) NaNO2 Sn NaOH CHCl3 AgCN
(b) ←
2. KCN
(a) ←  (Z) 
HCl, 0°C HCl
→(Y) →(X) 
KOH
→(W) ← (V)
[x gm]
|
98%, H 2SO 4
↓
Br NaNO (i) HCHO (i) CO SOCl H /Pd
(c) →
2
NaOH
(d) 
HCl
2 →(e) ←
⊕  (f ) 
⊕ →(g) 
2 2 →(H) 
2
BaSO
→(i)
(ii) H (ii) H 4

Ac2 O / NaOAc, ∆ |
↓
NH KMnO KOH N H H PO H
(P) ←
∆
3
 (O) ←
∆
4 (n) ← (m) ←
∆
2 4 (l) ←
3 4
 (k) ←
2 ( j)
Ni
| KOH/EtOH
↓

H O⊕ NaNO (i) Re d P/Br EtOH (i) EtOΘ

(Q) —→(R) 
3

→(S) 
HCl
2 →(t) ←
(ii) KOH
2 (u) →(v) →(w)
⊕ +
H (ii) H3O , ∆

| NaBH 4 ,
↓ MeOH
(i) LiAlH CH NH O tBuONa HBr H SO
(D) ←
(ii) H O
4 (C) ←
3
∆
2
(B) ←
3
H O
(A) ←
∆
 (z) ←
CCl
 (y) ←
2
∆
4 (x)
2 2 2 4

??
AgCN HBr (i) O BH Conc. dil. PCC
(E) ←(F) ←
R O
(G) (ii)
H O3 →(H) THF
3 →(I) H
SO

→(J)  
H SO
→(K)  
→(L)
2 2 2 2 2 4 2 4
| Conc.,
↓ H 2SO 4
NaNH 1% HgSO HIO 1% KMnO H (i) NaNH Re d hot
(5) ← 2 (4) 
(2 eq.) H SO
4 →(3) ←
4 (2) ←
0° C
4 (1) ←2
Pd/BaSO
 (O) ← 2 (N) 
(ii) CH I Fe tube
→(M)
2 4 4 3
| CH − I(2 eq.)
↓ 3

Na m −CPBA H O H⊕ NaOI O H
(6) 
liq. NH
→(7) →(8) 
2 →(9) 
→(10) →(11) ←3
H O
 (12) 2
Pd
→(13)
3 2
| Al2 O3 ,
↓ Cr2 O3
N H (i) OsO O (i) NaOEt O Na
(20) ←
2 4  (19) ←
pH =6.0
4  (18) 
(ii) H IO
3
Zn/H O
→(17) ←
(ii) Et − I
(16) ←3
Zn/H O
 (15) ←
Liq. NH
 (14)
5 6 2 2 3

Total products obtained ?

 1

Conversion 08
How Many of the following have 4 stereo-isomers
& total monobromo derivative possible for (85) is
HBr Na Al O − HNO Fe/HCl NaOH
C3H 6 
→(1) →(2) 
2 3
→(3) 3
→(4) 
→(5) →(6)
(12 mole)
(PhCOO)2 SO Et 2O (70%) Cr2O3 , ∆ H2 4
(60%)
CH3COCl/Pyridine |
↓
H /Pd H PO NaNO Br H O⊕ HNO
(13) ←
2
EtOH
 (12) ←
3 2
 (11) ← 2  (10) ←
HCl, 0°C H O
xs
2  (9) ←
3
 (8) ←
H SO
3
 (7)
2 2 4
(50%)
|
↓HNO2 /278 K
Cu Zn Br dil. O C H Cl
(14) 
HBr
→(15) ←
∆
(16) ←2  (17) ←
H O H SO
 (18) ←
2
hv
(19) ←
3 7
AlCl
 (20) (y gm)
(x gm) 2 2 4 (50%) 3

CH3Cl/AlCl3 |
↓
I (CH ) CuLi NaOH O H /Ni Na
(27) ←
2 (26) ←
3 2
(25) ← (24) ←3
 (23) ←
2  (22) ←  (21)
NaOH Zn/H O (1eq.) ∆ Liq.NH 2 3
| SOCl
↓ 2

NH PCl SnCl H O HCHO(excess) CH CHO

(28) 
3
→(29) 
5
→(30) →2 (31) 
2 →(32)  →(33) →
3
⊕ (34)
HCl NaOH, ∆ H
| NaBH /MeOH
↓ 4

H O / NaOH B H O m −CPBA DIBAL H SO

(35) ←
2 2  (36) ←
2 6
THF
(37) →
3
H O
(38) →(39) 
→(40) 
2
∆
4 →(41)
2 2
| H2/Ni
↓
EtOΘ NBS Conc. (i) CH MgBr Ba(OH) PCC dil.
(49) ← (48) ← (47) ←
H SO
 (46) ← 3
(ii) H O
 (45) ←
∆
2 (44) ← (43) ←
H SO
 (42)
2 4 2 2 4
| Cl2 /hv then KOH
↓
HCl AgCN CHCl Sn CuCN CH CH OH
(50) →
ZnCl
(51) →(52) ←
KOH
3
 (53) ←
HCl
 (54) ←
KCN
(55) 
3 2
→ (56) + (57)Aromatic
2 1 : 2
| H⊕
↓
Br Na Cl Kolbe Ag(NH ) ⊕ PCl 2Benzene
(65) ←
2 (64) ←
hv Et O
 (63) ←
3
hv
 (62) ←
elechrolysis
 (61) ←
3 2
(60) 
5
→(59)  →(58)
2 AlCl3
(2.2 gm)
| AgF
↓
KOH Hg(OAc) NaBH NaOI NH NaOBr (i) R − Br
(66) 
EtOH,∆
→(67) 
H O
2 →(68) 
NaOH
4 →(69) →(70) 
∆
3
→(71) 
→(72) ←
⊕
2 (80%) (z gm) (ii) H3O
 Conversion 09
Draw major products with stereochemistry:
1.
(1) PCl5 Total stereoisomers possible and
(2) NaCN (U)
Total monobromo derivative possible :
(3) AlH (i-Bu)2then H2O
Total alkene which on
(T) (4) NaBH4/MeOH (V)
hydration gives T are :
(5) Red P/Cl2
(6) NaN3 (1) HCl/ZnCl2
(7) LAH then H2O (2) NaI/acetone
(8) NaNO2/HCl (3) EtO  (1) H2O
(4) HBr/CCl4 (2) HI
(5) Na/E2tO (3) NH3
(4) HNO2

(1) H+ 
(2) Br2/CCl4 (1) SOCl2/py (80%)
(3) NaI/acetone (2) AgF (50%)
(S) (P)
(4) Cl2/CCl4 OH (3) EtO/(50%)
(5) NaNH2 (2eq) (3.7 gm) (4) BH3-THF (100%) [x gm]
(6) HgSO4/H2SO4 (5) H2O2/NaOH (100%) [y gm]
(7) PCl5

(1) TsCl/py
(1) SOCl2 (2) aq. NaOH
(2) CH3COOAg (3) PBr3
(3)  (4) O 
(4) Hg(OAc)2/H2O
(R) (5) NaBH4/NaOH

(Q) Total monobromo products with NBS are :

O
(1) NBS
(P) (1) Conc. H2SO4
(P)
(1) PCC
(Q) [x gm]
(2) NaOH
2. (3) MnO2 3. (11.6 gm)
(2) KMnO4  (2) Zn Hg/HCl
(3) LAH (80%) (3) O3 (100%)
(4) 1 HCHO, NaOH
(4) H2O (4) Zn/H2O
(5) HCHO, NaOH, 
(5) NaOH 
(6) CH3CHO, H+ the
[Total stereoisomers possible for P are :] How many xylene gives Q as one of the product
with Ozonolysis ?
 2

Ba(CN) 2
4. (P) (Q)
H3 O+
Lactic acid
NaOI
(R)
H+ then H⊕

(1) HBr/H2O2 (excess) (1) HIO4

(P) (Q) [Total stereoisomers
5. (2) Na/Et2O (2)
(100%) NaOH,  possible for Q are :]
(4.1 gm) (3) Br2/h
(y gm) (3) N2H4
(4) H2O (4) NaOH, 
(5) H2SO4  (5) m-CPBA
(6) KMnO4, 0°C (6) H2O
(x gm) (7) HCHO, H+

O
[Total stereoisomers and
6. (1) (CH2OH)2 (1eq) (1) H3O+
(2) N 2H 4
(P) (Q) degree of unsaturation
O
(2) HCHO (excess),  possible for Q are :]
(3) NaOH  NaOH
(3) PhCHO, H+

OH
O (1) PCl5 (1) Benzene, H5SO4
OH (1) NaOH (2eq) (2) SnCl2/HCl (2) O2/hv
(2) CH3I (1eq) CH3–C–NH2 (P) (Q) (x gm)
7. 8. (3) H2 O (3) dil. H2SO4
(3) EtI (1eq)
(5.9 gm) (4) CH3 MgBr (50%) (4) CHCl3/NaOH (100%)
(5) H2 O (5) Ac2O/ACONa, ∆
NO2 (6) HCl/ZnCl2 (6) H2Ni
(7) EtO  (7) H+, ∆
(8) Br2/Fe

(1) KMnO4/KOH (1) SnCl2/HCl (1) H2O

(1) Sn/HCl (2) dil. H2SO4 (2) H2O (2) H2/Pd, BaSO4
CH3–CH2–CN (P) (Q) (R) (3) HBr/Benzene (S) (4.2 gm)
9. (2) NaNO2/HCl (3) NH3, ∆ (3) NH2–NH2 a
(x gm) (3) H+  (50%) (4) KoBr (50%) (4) NaOH,  (100%) (4) Na/Et2O
(4) HBr/H2O2 (5) HNO2 (5) NBS (5) Cr2O3, 770 K
(5) NaOH (6) CuCN/KCN (6) K2CO3/H2O (6) HCHO/H2SO
(6) Benzene, BF 3

(1) NaH (1) NaBr

(2) CH3 I (2) NaOH
(3) Anhyd. HI (3) Red P Cl2
(P) (Q)
(4) SOCl2/pyridine (4) NaSH
10. (5) NaI/acetone

SH
 VARUN ADVANCE 1

Practice Sheet
(Biomolecules, Polymer , Aromatic Compounds )

Q.1 R is C3epim or of D-Altrose

(i) Br/H2O

(1) 
HCN/ NaCN
(P)  (Q) 
(i) SnCl2 /HCl
(ii) H 2 O
(R) (ii) dil HNO3
(iii) LiAlH 4 , Et 2 O
(S) 
(i) V2 O5 ,500C
(ii) H 2 / Ni
(T)
(iv) Red P/HI
(v) Al2 O3 Cr2 O3 / 

(i) [Ag( NH3 ) ]OH (i) H  (slight )


(2) (P) 
(i) DIBAL
(ii) H2 O
 (U) 
(ii) H
(iii) SOCl2
(Y)  
(ii) MeOH (1eq.)/HCl
(iii) HIO4
 Organic products
(iv) DIBAL then H 2 O (iv) H3O

(i) Br2 /hv

(ii) NaOH
(iii) NaH
(i) HNO3 /H 2SO 4 (i) Br2 /H 2 O (iv) EtI
(ii) Zn / 
(3) (S) 
(ii)Sn /HCl
(iii) NaOH
(V) 
(iii) Mg(excess)
(W) 
(X) (v) Hot HI
(vi) NaOI
(iv) HNO2 (iv) H 2 O (vii) LiAlH4 then PCC
(v) H 2 O (v) O / Zn
(vi) Zn  Hg/HCl

(i) Me2SO4 ,NaOH (i) CH3Mg Br

(4) (V) 
(ii) T, AlCl3
(iii) Zn  Hg/HCl
 
(ii) H 2 O
(iii) H 2SO 4 ,
(Z)
(iv) SOCl2 (iv) Pd/C
(v) AlCl3 (v) HNO3 /H 2SO4

(i) Na /Liq.NH 3
(ii) m  CPBA(1eq.)
(5) (S) (iii) HIO4
(a) 
(i) O 3 / H 2 O
(ii) B2 H 6 /THF
(b)
(iii) PCC
(iv) N2 H 4

(6) 2(S) X

H2SO
(d)[Find all possible monobromo derivatives]

(i) CH3  I(2eq.)

(7) (X) 
(i) (CH2SH) /HCl
(ii) BuLi(2eq.)
 
(ii) HgCl2 /H2O
 
conc.
H2SO4
(c) [x gm]
[3 gm] [75%]

(i) O3 / H2O
(8) (c) 
(ii) NaOI
(iii) H 2 , Pd/ 
(e) [x gm]
[12 gm] (iv) (X),H [10%]

(i) CO2 / NaOH

(ii) H  (vii) H3O 
(iii) Ac2O/py (viii) H, ∆
(9) (V) 
(iv) LAH
(g) 
(ix) CH MgBr
(h) 3
(v) HCl/ZnCl2 (x) NH4Cl
(vi) NaCN (xi) Conc. H2SO4

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 MANZIL : WAY TO ADVANCE 2

O O H3O+
P + Q + R
2.
O

Tollen 's NaHSO3 NaOBr

P 
Q 
R 

(i) SOCl2
(i) DIBAL, –78°C (ii) NH3 (i) HCN/KCN
(ii) H2O (iii) PCl5 (ii) H3O+[Natural form]
(a) P (iii)  S
(iii) Cl2/NaOH (iv) SnCl2/HCl

(i) R, NaOH,  (i) NaBH4, MeOH

(ii) CrO3, H2SO4 (ii) P, H+
(b) Q (iii) SOCl2 (excess)
T
[excess] (iv) H2/Pd, BaSO4

(i) K2Cr2O7,  (i) Conc. H2SO4 [xgm.]

(ii) EtOH, H+ (ii) O3/H2O
(c) R (iii) CH3CH2ONa,  (iii) NaOI
U [100% yield in each reaction]
[2.2gm] (iv) H3O+,  (iv) H+

100% xgm
5.2 gm
3. CaC2 H2O
(a) Red hot
(b) Br2
(c) Mg
(d) CO2 then H3O+
(e) KMnO4
(f)
Fetube Fe Et2O 
(70%) C8H10

NaNH2, BrCH2CCH/AlCl3
CH3–I (80%)

50% (i) BH3–THF Ag(NH3)2+ (i) SOCl2 (i) N2H4

(y) NaNH2 then
(g) (h) (ii) H2O2/NaOH
(i) then H+
(j) (ii) AlCl3
(k) (ii) NaOH, 
(l)
CH–I
(i) NaBH4
H3O+ (100%) Hg2+/H2SO4 70% (ii) H2SO4, 

(i) H2/Pd Fehling O3 Br2

(z) (r) (p) (o) (h) (m) (q)
(ii) Conc. H2SO4 Solution Zn/H2O MeOH

(40%) Conc. H2SO4 NaOH,  (60%)

NaOI SOCl2 Anisole N2H4 (i) H+

(A) zgm (s) (t) (u) (v) (w) (x)
+
then H (100%) AlCl3 NaOH,  (ii) HNO3/H2SO4
ygm

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 Conversion 11 1

1. All products are major & different

OH H2SO4 HBr H2O

(x gm)(i) Hg(OAc) /H O Total possible
(1) (2) (3) 2 2
(4) NBS
(5) monobrominate
∆ CCl4 (ii) NaBH4/ NaOH hv
(60%) (75%)
(2.28 gm) HCl ZnCl2 d product
Br2 (6) (10)
(y gm) (11) CCl4
OΘ ∆ Br2/hν
(4eq)
CH3COOH HBr/H2O2 Na
(12) (7) (8) (9) Total possible
H⊕ Et2O
Total possible Stereoisomers
(i) B2H6/THF monobrominated Kolbe's electrolysis
(13)
(ii) H2O2/NaOH product with NBS (15) [Monoacid with 2∝H]

Br2 H3O⊕
(14)
H2O
NH3 PCl5
(18) (17) (16)
–HCl
Find % by
weight of
Nitrogen
2. Mass of Cl = 35 g
Zn Cl2 NH3 CH3I AgOH
(32 gm) CH3CH2Cl (19) (20) (21) (22) (23)
∆ hν (excess) ∆

CH3COONa dil H2SO4

SOCl2 H3PO4
(30) (31) (32)
∆ Used in (24)
(33)
polymer ?
HCl/CCl4
∆ –80°C SOCl2

KOH NBS (27) NaOEt (26) NaI

(34) (29) (28) (25)
∆ ∆ acetone
(x gm)
Br2/CCl4

1% HgSO4
(35) (i) Alc.KOH (36) (37) PCl5
(38) HCl (39)
dil H2SO4
(y gm)(ii) NaNH2,∆ (z gm) (1 eq.)
Ozonolysis of its
polymer produces
 Conversion 12 1

1. (i) MeMgBr I2 SOCl2 EtOH ⊕

CH3CHO
(ii) H2O
(1) NaOH (2) (3) (4) NaOEt (5) (i) H3O (6)
(88 gm) (50%) (ii) ∆
HCN/
KCN

(7)
LiAlH4

NaHSO3 CrO3 HNO2 NaBH4 NH3 NaNO2

(14) (13) (12) (11) (10) (9) HCl
(8)
(x gm)
(i) NaOH
(ii) PCl5

(15)
(i) Alc.KOH,∆
(ii) NaNH2, ∆
Na
(16) liq. NH (17)m-CPBA (18) H2O
(19) 1% KMnO4 O3 B2H6
3 273K (20) H2O
(21) H2O
(22)
(y gm)
PCC

(23)
NaOH,∆
DIBAL H2/Pd PCl3 Ag(NH3)2⊕ N2H4
(29) (28) (27) (26) (25) (24)
(z gm) BaSO4 H2O2
SnCl2/HCl

(30)
H2O

(CH2SH)2 Raney Ni Kolbe's NH3 LiAlH4

(31) dryHCl (32) (33) (34) (35) (36)
electrolysis ∆ (w gm)
 2
2. Which of the following will give: (LE means lassiagne extract)
(a) Prussian blue colour with aq. FeSO4 followed by FeCl3 (L.E.)
(b) Blood red colour with sodium nitropruside (L.E.)
(c) Black ppt with lead acetate (L.E.)
(d) Yellow ppt with NaOI
(e) Red colour with Cerric ammonium nitrate
(f) white ppt with AgNO3 (L.E.)

3. Estimation of mass of barium sulphate obtained by carius method on (32) is :

4. Find total stable conformers of (33) and moles of NaBH4 required in (10) to :

5. Find the volume of 10M H2SO4 required to neutralise ammonia released from

6. Find most stable conformation of (19) ?

7. How many gram of AgCl obtained during estimation by carius method ?

 Conversion 13 1

O
(excess)
NaOH Ag H2
CH3–C–H Cl2
(c) (d) Pd/BaSO4
(A)
(88 gm)  50
(3 mole)
%
(Anaesthetic)

(Total CO2
with O3/H2O2
Na and heat)
(Q) liq.NH3 (R)
H2/Ni
Cl2
(1 eq.)
Fe NaOH,CaO
 (S)
(b) (Monomer of
polymer ?) HBr
(K) (i) KMnO4,KOH,
KMnO4 H2O2
(w gm)
NaOH (ii) dil/H2SO4
KOH, (J)
300°,600 atm (T)
(Total (minor)
(L)
mono!bro mo
(i) HNO2,0°C (E) (i) Fe/HCl CH3COCl/AlCl3 Na,EtOH
derivatives) (z gm)
(ii) H3PO2 (ii) NaOH
Red/P HI
(a) (A)
(No. Of R.S.) (F) (D) (No.(I)
Of atoms (U)
in one plane)
Br2/CCl4

(ii)KOH EtOH
(i) O3 (ii) Zn/H 2O (x gm) HNO3 H 2SO4

(i) Cl2,Hv
(M) (ii) H2O (i) CrO 2Cl2
(i) Br2/H2O NaNH2 (C)
(G) (2eq) (y! gm) CO+HCl
(ii) Zn,
(i) LiAlH4 Red hot AlCl3
(ii) H 2O (p gm)
O3 (H)
Zn (B) Fe tube
(Z) (N)
(Dipole Ac2O
Moment ?) H3PO4 AcONa
(V)

(i) Mg(Xs) (O) H2 (P)
(ii) H 2O Ni
KMnO 4(q gm)
H2SO4,
(Y
(No. of atoms in
one plane) Al2O 3 (W)
Cr2O 3, (Monomer of
(i) B2H6, THF
(X) polymer ?)
(Total (ii) Red P/HI
monobromo
derivatives)
 Conversion 14 1

1. Cl

HNO2 CH3CH2OH Mg (i) CO2 NH3 H3 O⊕ CH2–CO2Et KOH NH3

4 0°C
5 6 THF 7 (ii) H⊕
8 (x gm) 46 (excess) 45 44 43 42 41
EtOH ∆
(w gm)
H3 O⊕

Zn
∆

Red P

NH3
∆
Cl2
3 (40%) 9
CH3COOH

47 40

NaOH
CO2
Br2

H⊕
2 (50%)

∆
10
CH3COCl

48 39

H2 O
Br2
Py.

(i) KOH
(ii) Et-I
(r gm)
NaOH
1 11
Zn
HCl

∆ 49 38
Fe

H2/Pd Br2 NaNO2 H3PO2

PhNO2 EtOH 15 14 HCl, 273K
13 12

CH3MgBr
H2 O

KOH
H2 O
H2 O
CH
H2SO4
HNO3

3
CO
3
H

H3 O⊕ B2H6 H2SO4 Conc HI NH3

16 19 (y gm) 32 33 34 140°C
35 (excess)
36 37
THF
(z gm)
Br 2 H
Na
Al2O3
Cr2O3

(x%)

CHCl3

(s gm)
NaCN
O

KOH
20
(No. Of -CH2-
NH

17
31 (80%) 50
∆

group)
3

21
electrolysis
Kolbe

H2
⊕

Pd
HI

22
KM ∆

18 (10 mole) 30 (Total metamers possible) 51

nO
4

PhSO2Cl
23
CaO, ∆
NaOH

NaOH

Py.
∆

CH3COCl
Al

(50%) (p gm)
24 (stable conformers)
Cl 3

O3 NaOH LAH HIO4

25 Zn 26 27 28 (q gm) 29 52
∆ H2O
(6 mole) (stable conformers)

2. Match the compounds in Column I with II

Column-I Column-II
(A) 13 (P) Can give NH3 gas on estimation with kjeldahl method
(B) 32 (Q) Can show alkaline hydrolysis
(C) 40 (R) Give precipitate with AgNO3 in carius method
(D) 12 (S) Sodium fusion extract of the compound on boiling with
FeSO4, followed by acidification with conc. H2SO4, gives
Prussian blue color.
 VARUN ADVANCED 1

CONVERSIONS FOR ADDITION POLYMER

1. CaC2 
H2 O
 (P) HCl

(1eq.)
 (Q)
(128 gm) (50%)

2. (P)   (R)
H2 /Pd
BaSO4

3. (P)   (S) 
Red hot
Fe tube

CH3COCl
AlCl3
 (T) 
NaBH4
EtOH
 (U)  
 (V)
H2SO4

(40%) (75%) (80%) (x gm)

4. Q 
Mg
THF
  W     X  
(i) CO2
(ii)H
NH3

  Y   
P2O5
  Z

N 2H4
5. Z  
(i)CH3 MgBr
(ii)H2 O
  A  EtO,   B  
NBS
  C   
Alc.KOH

  D

6.  D  
HBr(1eq)
40 C
  E  Et O  F 
Mg
2

CH Cl
  G  
3 Cl
H
H 2

7.  H  
H O
  I  
2 Al O

 J 
2 3

 Z    K     L     M     N    O

8. 
(i)SnCl /HCl
2
(ii)H O
2

CH MgBr
H O
3 Cu
300 C
PCl
 5 EtO


 2
Draw All polymers

Monomer Polymer Uses

R
(i)
(at high temp)

R
(ii)
(with AlCl3/TiCl4)

(iii) Q

Tetrafloro
(iv)
derivative of R

(v) V

(vi) Z

(vii) J

(viii) O

(xi) V&D

(x) Z&D
 3
CONDENSATION POLYMER

 excess    A  
   B    C     D
HBr/H2O2 Na Cl2 aq.
1. Et 2O H NaOH
(41 gm)
(50%)

2.  D 
CrO
  E  
 3
H
  F 
NH OH H SO

  G  
2H O

H
 H 2 4 2
⊕

NH3, 
3.  C 
H O

2
  I  
KMnO
J 4
 K     L  (z gm)
LiAlH 4

 excess 
  Et O
H , 2
(x gm) (y mole)

4.  I  
Pd/C
  M  
C H Cl
AlCl
  N  
3

CH COCl
AlCl
7
  O  
3 
  P 
KMnO 3 4

(40 %)

5.  N  
O
h
  Q  
2 dil.
H SO
  R    S
2 4

6. S 
I
NaOH
  T  BTHF
2
H
 U  H180C
SO
  V  Co
2

6

ld KMnO
(P gm)
  W  (QHIO
gm)  
 X
2 4 4 4

7.  T  
Red P
Cl
  Y  
2
NH

 excess   Z
3

8.  J  
AgOH,Br
 excess 
  a  
2  M
AlBr
  b  
FeBr
  c  
hot
KMnO
3
d  3
4

Cl

9.  d  
NH

  e  
3 KOH

EtOH
  f  (i) CH –CH-
(ii) H O
CH –CO Et 3

2 2
(g) 
NaNO2
HCl
 h 
3

Cl
10. (e) KOH
(i) Et–CH–CH2–CO2Et KOH NaNO2
()
EtOH (j) (k) HCl
H2O
 4

Monomer Polymer Uses

(i) H

(ii) J&L

(iii) P&W

(iv) h&

R&X
(v)
(linear)

(vi) d&W

(vii) H&Z

R&X
(viii)
(Branching)

(ix) Melamine & X

(x) Urea & X

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 1

Conversion 16
1.

2. Degree of unsaturation of T is ?

3. Based on following conversion?

(i) How many of the isomers of b gives precipitate with Braddy’s reagent but not gives white ppt of AgCl with AgNO3?
(ii) Mass of AgBr formed when y reacts with AgNO3?
(iii) Complete ozonolysis of polymer obtained by q produces?
(iv) Degree of unsaturation of i, z & e?
(v) How many can show stereoisomerism?
 Conversion 17 1

44

NaNO2 + HCl
dil.H2SO4
39 24
Electrolytic
H3PO2 /H2O 43 reduction conc.H2SO4
59 40 C2H5I Zn dust
V2 O5 5
CH3CH2OH 25 Na
60 57 58 LiAlH4 Zn 300 C 23
38 Na 2Cr2O7
NH4Cl 6
NaNO 2,Cu HBF 4 CH3COCl
62 61 42 oleum NaOH
PhOH PhNH2 20 21 22 dil. HNO 3
H2 /Pd 350 C 7
Ph 10-11 Ph 5-6
HBF 4 37 (ii) H
63
Br2
CHCl3 + KOH 8
CS2
KI
64 Sn HNO3 + H2SO4 HNO3 + H2SO4 NaNO2 + HCl Br2
NaNO 2 + HCl Sn + H2 O
56 41 36 1 2 3 4 9
Cu/HCl 273-278K HCl HCl 273-278K H2 O
65
conc.H2SO4
10
Cu/HBr 25 C
66
Cl2 / AlCl3 NaOH NaOH CH3I conc.H2SO4
26 27 28 29 11
Cu2Cl2 /HCl 623K,300atm 100 C
67 Br2 CS2 Br2 H2O Ac2O Pyridine HNO 3 +
CH3COCl Pyridine (ii) H CHCl3 + NaOH
H2SO4 12
Cl conc.HI
Cu2Br2 /HBr O2 H/H2O (ii) H
68 32 33 34 35
45 46 47 50 (51 ) 53 AlCl3 CCl4 + NaOH
13
+ 30 31 (ii) H
CuCN/HCN
69 Br2 CH3CO2H HNO 3
51 (47 ) CO2 + NaOH
H2SO4 14
125 C, 5atm
+
H/H2O (ii) H
48 52 (2 ) 54

70
H/H2O H/H2O
Ac2O Br2 H2O CH3OH H PhOH H NaOH +
CaO
49 55

NaOH + Cl2 /AlCl 3

CH3OH H SOCl2 PCl3 NH3 88 15 16 17 18 19
CaO
Cl2 /AlCl 3
excess 89
71 72 74 77 87
3Cl2 /UV
P2O 5 90
H2 /Pd/BaSO 4 NH3 NaOH + Br2 500K
Br2 Mg/ether CO2
91 92 93
Fe (ii) H
73 75 78 79
I2 Na
95 94
HNO 3 dry ether
KOBr (CH3CO)2O Zn-Hg/HCl
96 97
DIBAL-H H2 /Ni AlCl3
(ii)H2 O CO + HCl
76 98
AlCl 3
80 83 HCN + HCl/AlCl 3
99 CrO2Cl2 /CS2
(ii)H/H2O 101
50%KOH HNO 2 (ii)H/H2O
CH3Cl CrO 3 + Ac2O
100
AlCl 3 102
(ii) H/H2O
81 82 84
KMnO 4 /H
103
PCl3 NaCN
85 86
DMSO
 VARUN ADVANCED 1

62 63

conc.HI

59 61 HCN/OH H/H2O
1 2

(i)O 3 (i)NaCN
CH3I C2H5I 3
68 69 (ii)HCl
(ii)H 2O
(i)O 3 NaHSO 3
71 55 56 57 58 60 64 65 66 4
70
(ii)Zn/H 2O 19
2CH3OH
HBr 5 16
72 SOCl H
H2O2 PCl3 PCl5 pyridine2 Na NaH NaOBr K2Cr2O7 /H (CH3CO)2O
CH3NH2 LiAlH4
73 HBr 6 7 conc.HI
pH 4-5 ether
79 NH2NH2 18 39
H/H2O 8 15
74 O pH 4-5
H2 /Ni N2H4 /OH (i)Red P + Br2
H2 /Pd/CaCO3 (i)BH3 /THF conc.H2SO4 54 9 C2H5ONa H2 Ni
75 67 H3C CH3 (ii)H 2O
(ii)H2O2 /OH Cl 2 C2H5ONa H/H2O Ca(OH)2
Zn-Hg/HCl HBr NaI KCN 40
CH3I 3NaNH2 Br2 /CCl4 10 11 12 13 14 17 20
78 77 76 NaOI h C2H5OH H2 O 2 acetone DMSO

Br2 /H2O (i)B2H6 H CHCl3

81 85 86 41
88 87
Na/Liq.NH 3 49
(ii) H/H2 O (yellow ppt.)
(i)Hg(OAc)2,H2O NaOH + CaO NH3 PCl3 SOCl2 CH3OH H NaOH +
NaOH OH
82 42 CaO
(ii)NaBH 4 Kolbe's Na/Liq. NH3
80 90 89
electrolysis 91
Baeyer's reagent LiAlH 4
83 43 V2 O 5 21 25 35 37 38
48 50
Br2 h 450 C
(i)m-CPBA NaBH4 KOBr NH3 CH3ONa
84 44 Red hot
Br2 Na
(ii)H/H2O 94 93 92 Fe tube 500 C
h dry ether 22 36
I2 + NaOH Ag 26
KCN
Mg ether 45 46 47
P2O 5 OH/H2 O (yellow ppt.) CHCl3 KOH NaOH Br2
96 95 dil.H2SO4 +
97 (partial hydrolysis)
100 HgSO4
(i)DIBAL-H 23 27
98 (ii)H 2O OH 52
51
O LiAlH4 HNO2
SnCl 2 + HCl
99 H2C CH3 HCHO CH3CN SeO2
(ii)H/H2O H/H2O C2H5OH PhNH2
(ii) H/H2O (ii)H/H2O (ii)H/H2O 24 28
53
101 102 103 104 105 106

PCC Cu Red P SOCl2

HBr H
573K HI

29 30 31 32 33 34

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