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