Beruflich Dokumente
Kultur Dokumente
120 Marks
Action of water in the presence of sulphuric acid with the following alkenes
CH 3
(i) CH 3 CH C
and (ii) CH 3 CH CH 2 gives
CH 3
CH 3
(a) (i) CH 3 CH 2 C
|
OH
and
CH 3
(ii) CH 3 CH CH 3
|
OH
CH 3
(b) (i) CH 3 CH CH
|
OH
(ii) CH 3 CH 2 CH 2OH
and
CH 3
CH 3
(c) (i) CH 3 CH CH
|
OH
and
CH 3
(ii) CH 3 CH CH 3
|
OH
CH 3
(d) (i) CH 3 CH 2 C
|
OH
2.
CH 3
O
O
(b)
||
.
||
.
1. CH 3 MgBr
1. LiAlH 4
C6 H 5 CCH 3
C6 H 5 CCH 3
2. H
3.
4.
2. H
(d)
O
||
1 . OH
C6 H 5 CCH 3
2. H
2 . Br2
Propene, CH 3 CH CH 2 can be converted to 1-propanol by oxidation. Which set of reagents among the following is ideal
to effect the conversion
(a) Alkaline KMnO 4
(c) O 3 / Zn dust
(d) OsO 4 / CH 4 , Cl 2
[ CBSE 1991]
The compound that will react most readily with NaOH to form methanol is
(a) (CH 3 )4 N I
5.
1. LiAlH4
(c) CH 3 CHO
(b) CH 3 OCH 3
(c) (CH 3 )3 S I
(d) (CH 3 )3 Cl
6.
(b)
Cl
(c)
(d)
HBO, oxymercuration-demercuration and acid catalysed hydration will give same product in
(a)
(b)
(c)
(d)
SeO 2
A, A is
7.
OH
(a)
OH
(b)
OH
(c)
(d)
OH
8.
Cl
O
O
COOH
AOis
O
CH2OH
(a) B2 H6 / H 2O
(b) LiAlH4
(c) CH 3OH / Na
(d) P / HI
CH 2CH 3
|
H O
9. CH 3 CHCH CHCH 3 3
Major product of this reaction
(a) Is optical isomer
(b)
(c) Is dehydrated easily
(d)
10. Consider the following methods
I : Hydration of olefins
II :
III :
Reduction of carbonyl compounds
Which of these can be used to prepare alcohols
(a) I, II and III
(b) I and II
(c)
11. Rate of hydration of
CH CH 2,
II and III
CH 3
|
C CH 2 ,
CH CHCH 3,
(I)
will be in order
(a) I<II<III
(II)
(b) I<III<II
(III)
(c) II<I<III
(d) III<II<I
O
CH MgBr (excess )
O
3 X, X is
H 3O
12.
H3C
(a)
H 3C
OH
(b)
H3C
O
OH
H 3C
O
OH
(c)
(d)
CH3
H O
CH CHCH 3 3 A (major)
13.
(a)
(b)
CH 2 CH CH 3
|
OH
(c)
CH CH CH 3
(d)
|
|
OH OH
CH 3 MgBr (excess )
A. A (alcohol) can also be obtained by
14. (C 2 H 5 O ) 2 CO
H 3O
CH MgBr (2 mol )
(a) CH 3 CH 2 CHO 3
H 3O
O
||
CH MgBr (1 mol )
(c) CH 3 CCH 3 3
H 3O
15.
CH CH 2 CH 3
|
OH
CH 2 CH 2 CH 2 OH
O
||
CH MgBr (2 mol )
(b) CH 3 C OC 2 H 5 3
H 3O
H O
Ester A(C 4 H 8 O 2 ) CH 3 MgBr 3 C 4 H 10 O
(2 parts)
(alcohol B)
Alcohol B reacts fastest with Lucas reagent. Hence A and B are
O
||
(a) CH 3 COC 2 H 5 , (CH 3 )3 COH
O
||
(b) H COC 3 H 7 , (CH 3 )2 CHOH
O
O
||
||
(c) CH 3 COC 2 H 5 , (CH 3 )2 CHOH
(d) H COC 3 H 7 , (CH 3 )3 COH
16. Which one of the following compounds is most rapidly hydrolysed by SN 1 mechanism
(a) CH 3 CH CHCl
(b) CH 2 CHCH 2 Cl
(c)
CH 2 Cl
(d) (C 6 H 5 )3 CCl
CH 3
17.
CH ONa
CH 3 C CH 2 3
X ,
CH 3 OH
X is
CH 3
|
(a) CH 3 CCH 2 OCH 3
|
OH
O
O
18.
CH 3
|
(b) CH 3 CCH 2 OH
|
OCH 3
OH
(c) CH 3 CH CHOH
|
|
OCH 3 CH 3
(c)
(d) CH 3 OH / Na
OH
OH
O
Reagent A used in this change is
(a) B 2 H 6
(b) LiAlH 4
Sn / HCl
CH 3
19.
H O18
CH 3 C CH 2 2
A,
H
A(with position of 18 O) is
O
CH 3
|
(a) CH 3 C CH 2
| |
18
OH OH
CH 3
|
(b) CH 3 C CH 2
|
|
OH 18 OH
CH 2 OH
(c) CH 3 C CH 2
(d) No reaction
18
20.
HO
OH
Select X and Y out of I : MnO 4 / OH
21.
(a) I, II
Dehydration of alcohols
(b) II, I
OH
22.
II : HCO 3 H
OH
HO
(c) II, II
OH
(d) I, I
OH
(I)
(II)
(III)
will be in order
(a) I<II<III<IV
(b) I>II>III>IV
In the following case configuration about chiral C(*) is retained
Me
Na
CH 3 Br
*
(a) H
OH
Et
OH
(IV)
(c) III<II<I<IV
(d) II<III<IV<I
Me
(b) H
TsCl
CH 3 ONa
OH
Et
Me
(c)
PCl5
CH 3 ONa
OH
Et
CH 3
|
conc. H 2 SO 4
23. CH 3 C CHCH 3
A (predominant), A is
|
|
CH 3 OH
OH
24.
(c) CH 2 CC H 2 CH 2 CH 3
|
CH 3
(c)
(d)
MnO2
A, A is
OH
(a)
OH
O
(b)
O
OH
O
O
O
OH
OH
25.
conc. H 2SO4
products can be
(a)
26.
(b)
(c) CH 2 CH CC H 2 CHO
||
O
O
||
(d) CH 2 CH CC H 2 C OH
||
O
MnO2
CH 2 CH CH CH 2 CH 2 OH
A. A is
|
OH
O
||
OH
28.
(b) CH 3 CH CH 2 OH
|
CH 3
H PO4
3
18
O will be in
(b) A
+ H2O
A
(c) Both
(d) None
CH 3
|
(c) CH 3 C OH
|
CH 3
(d) No reaction
LiAlH4
CH
2
A, A is
H3C
O
(a) CH 3 CH CH 2 OH
|
CH 3
CH 3
|
30. CH 3 C CH CH 2 CH 3
|
CH 3
CH 3
|
C CH CH 3
|
|
CH 3OH
(b) Oxymercuration-demercuration
(d) Any method mentioned above
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