Page # 132 Solution Slot - 3 (Chemistry)

EXERCISE – II
1 A
SOCl2 Mg
O CH2—OH Pyridine, O CH2Cl (C2H5)2O O CH 2MgCl

H+ CH2 — CH2

O CH2 — CH — CH3
OH

2 A
O OH O O
C — O Na
CH3 I2 / NaOH
+ CH I3

O
O
C — OH

– CO2

3 C

Jones reagent
C7H14O C7H12O
Optically active Optically inactive
alcohol ketonel

OH O

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Solution Slot - 3 (Chemistry) Page # 133

CH2 — OH
CH 2– I
– I2
4 + PI3 CH 2=CH2
CH2 — OH CH 2– I
PI3 reduces glycol to form ethylene.

5 D

H C 2H 5
O

:
CH3 — C — O — C — CH 3 + C 2H5OH CH3 — C — O — C — CH3
O O O O

CH3 — C — OC2H5 + CH3 — C — OH

O O

6 A
oxidised
CH3 — CH2 — CH2 — OH CH3 — CH2 — COOH
(Primary alcohol)
7 C

OH + Cl — SO2 — Ph O — SO2 — Ph

Hinsberg's
Sulphonic ester
reagent

9 D

OH O OH
COO COOH
(i) NaOH H
(ii) CO2 / 140ºC

O — C — CH3
COOH

Asprin

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 Page # 134 Solution Slot - 3 (Chemistry)

10 A
CH 3 CH3 CH3
Cold/ Alkaline CrO3, AcOH OH
OH
KMnO4
OH O

11 A

CH3 CH3
18
CH3OH H 2O
CH3 — C — CH2 CH3 — C — CH2
O H
CH3ONa 18 OH OH

CH3
CH3 — C — CH2
OH OCH3

12 C
CH = CH2

A HBO
H /H2O

B OMDM CH2 — CH2 — OH

CH2—CH3
OH
OH
CH — CH3

13 D

H3O
CH3MgBr +

O CH3 OMgBr CH3 OH

HBr

H—C—H
O Mg/ether
H3O CH3 Br
CH3 CH2—OH CH3 MgBr

HI

CH3 I

394 - Rajeev Gandhi Nagar Kota, Ph. No. 0744-2209671, 93141-87482, 93527-21564
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Solution Slot - 3 (Chemistry) Page # 135
14 B
OH

:
O OH H 2O
H /H2O
OH

Tautom

O OH

15 D
Cl Alc KOH
HO +HCl
O

16 B
:

OCH3 CH3 CH3 OCH3

CH 3OH CH3–OH
CH3O H2SO4
H OH OH CH3
(Basic Medium) O CH3 (Acidic Medium)

(A) (B)

17 A
MnO2
CH2=CH–CH — CH2 — CH2 — OH CH2 = CH — C — CH2 — CH2
OH O OH
Mild Oxidising
Agent

18 A
CH3—CH2—OH OCH2–CH3
CH = CH2
H2SO4
CH 2–CH3

19 D
O
(i) H3PO4, 150º (i) C 6H 5–CO 3H
OH

20 B
PCC, CH2Cl2
C7H16P2 C7H16P2
diol diketone
(chiral) (Achiral)

OH O
OH O

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 Page # 136 Solution Slot - 3 (Chemistry)

21 B
H
C2H5OH C2H5OH
H
O O O OH

C2H5
–H

O OC2H5

22 A
O
HI (excess)
2 CH 3 — CH2 — I
Heat
O

23 B
P.C.C. in CH2Cl2
1º alcohol aldehyde

Mild oxidising agent

(sarette reagent)

24 D
CH3
| (AcO)4 Pb
(C6H14 O2) CH2 2 CH3— CH2 — CHO
HIO4
|
CH—OH
|
CH—OH
|
CH2
|
CH3

25 A
Ph OH Ph H
Et
+ O
(R) (R)
CH3 C—OH Me
O H
O Me

(+) 2-phenyl (+) 2-butanol

propanoic Acid +
Me
O Et
H
Ph O Me

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