Answer Key
Answer Key
Answer Key
GOC
EXERCISE – I SINGLE CORRECT (OBJECTIVE QUESTIONS)
Sol.1
Bond Formation is-
(A) Always exothermic
In Bond formation heat always release.
Sol.2 CH2=CH–CN CH2=CH–C N
3 2 1
sp2 sp2
(C) sp2 – sp overlap
Sol.3 (B)
Complete Resonance
I I
Sol.4 (C)
N
O O
Here I are bulky groups so NO2 group goes out of plane So –NO2 group is not coplanar with
phenyl Ring.
H3C CH3
Here methyl groups repail to each other and any one ring goes not of plane.
(C)
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Page # 2 Solutions Slot – 1 (Chemistry)
Sol.8 (I) CH2 = CH – CH = CH2 I, II, III are canonical structures to each other.
(II) CH2–CH=CH–CH2
(III) CH2–CH=CH–CH2
O O
|| ||
Sol.9 (I) CH3–C–CH2–CH2–C–CH 3 (II) CH3–C–CH2–CH2–CH2–C–CH3
|| ||
O O
CH3–C–CH–CH2–CH2–C–CH3
CH3–C–CH–CH2–C–CH3 || ||
|| || O O
O O
–I –I
–I –I
This is at more distance so least stable.
CH3–C –CH–C–CH3
|| ||
O O
here both side resonance
–I –I
(B) Ans. III > I > II
Sol.10 I II III
O O O
|| | |
C C C
H OH H OH H OH
Neutral 3 covalent 4 covalent
structure Bond Bond
(C) I > III > II
Sol.11 IV str. is least stable CH =CH–CH–CH–OCH due to repulsion b/w & l.p..
2 3
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Solutions Slot – 1 (Chemistry) Page # 3
OH
Sol.16 N N N N N
N N N N N
Sol.17 | | | | |
H H H H H
(I) (II) (III) (IV) (V)
(I) > III = IV > II = V
Opposite opposite
charge charge
near have more distance
O
Sol.18 (B) more electronegative atom 'O' contain ⊕ ve charge. so least stable str..
N
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Page # 4 Solutions Slot – 1 (Chemistry)
Sol.19
(I) (II) (III)
–H –H –H
m O
OH
Sol.20 p
m O
–ve charge comes at ortho & pera position so π –e- density is maximum on ortho & pera
position.
NO2
Sol.22
NO2
NO2 (–I effect) occur at two places
So π e– density is minimum.
O
Sol.23
O O O
1
Sol.24
O O
N or N
Sol.25 D
O
2(–I groups are here)
So – ve ion stable.
– +
Sol.26 (I) CH3–COOH (II) CH3COONa (III) CH CONH2
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Solutions Slot – 1 (Chemistry) Page # 5
O O O
CH3—C CH3—C CH3—C
+
O—H O Na NH2
more delocalisation less E.N. of N
O atom is more E.N. due to –ve charge
R.E. order = II > III > I
. . . .
Q.27 C6H5–CH–C6H5 C6H 5–CH–CH=CH2 CH3–CH –CH3 C6H 5–CH–CH3
(I) (II) (III) (IV)
more R.S. Reso. + hyper conj. (2) + I group R.S.
. .
(V) CH3–CH –CH–CH2–CH 2 (VI) CH3–CH2–C–CH3
|
CH3
(1) + I group (3) + I group
(A) I > II > IV > VI > III > V
O O O O
Sol.28 (I) (II) (III) (IV)
more resonance
so max. Resonance energy
1 1 1
2 2 2
Sol.29
3 3 3
4 4 4
O O
NH2 NH2
CH2= NH
Sol.31 (I) (II) (III) (IV)
+
CH2 NH
Partial
CHO Double Bond
Char.
More
resonance
more double
Bond.
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Page # 6 Solutions Slot – 1 (Chemistry)
2 2
C CH 1 C=CH
Sol.32 (D) 1
H–C–O H–C=O
Sol.34 only || | have equivalent type of R.S.
O O
H–N=C=O
Sol.35 H–O–C N
–H –H
N=C=O
O–C N
Sol.36 (C)
Sol.37 (A)
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Solutions Slot – 1 (Chemistry) Page # 7
aromatic
NO2
5
1 3
Sol.41
O 2N NO2
Br
Br is Bulky So NO2 grp. goes out of plane So C1 — N & C3 — N Bond are of same length &
longer than C5 — N Bond.
Br
Sol.42 (C)
OCH3
CH3O
Sol.43 (A) Br
Cl
2SbCl5
+2 2sbCl5
Sol.44 (B)
Cl
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Page # 8 Solutions Slot – 1 (Chemistry)
H K
Sol.45 (B)
H
– +
Bu Li P
Base
abstract the H
Sol.46
Aro.
Aro.
(I) (II) (III) 7eqt. st.
+5eqt.st.
most stable
more Rotational
Aro. Aro. energy.
unstable
least Rotation energy
CH3–CH=CH–CH=C=CH–C C–CH3
Sol.48
3 2 2 2 2 3
sp sp sp sp sp sp sp sp sp
(A)
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Solutions Slot – 1 (Chemistry) Page # 9
H H
H H
Bond = 19
Sol.49 Bond = 5
H H
H
CH3
C CH3
CMe3
Sol.50 CH3 CH3
CH3 CH3
(I) (II)
CH3
+
C CH3 CHC3
CH3
CH3
Me
H
Me
(III) (IV)
III > II > I > IV Bredt rule
O
y
Sol.51 x
z p
H3C CH 3
CH2
long Resonance
more stablize so abstraction of proton will be fastest at x position.
6 πe –
Sol.54 (C)
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Page # 10 Solutions Slot – 1 (Chemistry)
HO OH HO OH HO + OH
O OH OH
Stable carbocation
+
Tropylium C
Sol.55
H I H I H I
H H H
Anti Non Aromatic
aromatic aromatic
(III) > (II) > (I)
CH3 CH3
CH3 CH3
PhLi
Strong Base
CH3 CH3
CH2 CH2
Aromatic Antiaromatic
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Solutions Slot – 1 (Chemistry) Page # 11
Br
Sol.57 (I)
Bridge headed
carbon +ve charge
unstable
Br
+ve charge
stablize by
resonance
(II)
Br Quasi
(III)
Gromatic
Br
(IV) 3o carbocation
Sol.58
Cl
Tropylium
Q.Aro.
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Page # 12 Solutions Slot – 1 (Chemistry)
N—H N—H
Sol.59 (D)
aromatic
Sol.60
Extended Cross
conjugation conjugation
O
Sol.61 (A) CH3 CH CH3 Most Stable
+
–
non-bonding e Bonding
+ CH3
(B) CH3 CH
+
(C) CH3 CH CH3
CH 3
+
(D) CH3 —C
CH 3
Ans. a
⊕ ⊕
Sol.62 (1) Me − C H2 is more stable than MeO − C H2
Sol.63 The correct order of these groups were are attached with Benzene ring is–
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Solutions Slot – 1 (Chemistry) Page # 13
CH3
|
CH3—C— > CH3—CH— > CH3—
| |
CH3 CH3
COOH
COOH
NO2(—I) group
NO2—I
more distance near distance
more stable
acidity order
d>c>b>a
—NH2
(C) (D) —CH2—NH2
CH3
No Resonance of lone pair of 'N' So more Basicity
NH2
CH2–NH2
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Page # 14 Solutions Slot – 1 (Chemistry)
NH2
(C) P-nitroaniline
NO 2
NH–C–CH3
||
O
(D) Acetanilide Ans. (B)
Sol.68 (D)
. . . .
CH3–CH < CH3–C–CH3< —CH < —CH—
| |
CH3 CH3
+I
Sol.69 (A) CH3—COOH CH3—C—O
||
O
+I
..
(B) MeO CH2 COOH Me—O.. —CH2—COO
F
|
(C) CF3COOH F—C—COO
|
F –I
Me Me
(D) —COOH —COO
Me Me
Acid strength +I
order :- d<a<b<c
..
CH3—N—CH3
Sol.70 (A) Tri methyl amine ⇒ |
CH3
NH2
(B) aniline =
..
(C) Di methyl amine = CH3—NH—CH3
More electron density on 'N' more Basicity (it is more basic than 3° amine because 3° amine is
sterically hindered)
(D) Methyl Amine = CH3—NH2
Ans - (C)
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Solutions Slot – 1 (Chemistry) Page # 15
Sol.71 Ans-B
CH2
Cl —C— Cl > > CH3—CH—CH3 > CH3—C—CH3
| |
Cl +I groups CH3
-I groups
+I groups
3 2
sp sp sp (more E.N.)
(less E.N.)
Stability order iii > ii > i
3 2 2
sp sp sp
Sol.74
H
H .
. .
(I) (II) (III) (IV)
H . H
H H H H
H .
H .
+
less
resonance
H
.
H
more
resonance
order
III > II > I > IV
–I 2 1
(b) Cl–CH–CH2–COOH Cl –CH–CH2–COO
| |
Cl Cl
–I 1
(c) F–CH2–COOH F –CH2–COO less distance
more acidic
2 1
(d) Br–CH2–CH2–COOH Br –CH2–CH2–COO
–I
1
acidity ∝ Ka ∝ ∝ Pkb
PKa
acidity order = c > b > a > d
Pkb order = c > b > a > d
N
..
Sol.77
2
sp
..
Sol.78 O O
.. 2
sp hybridised.
Sol.79 (A) O Br O Br
..
..
(B) O
.. O
Br Br
..
N Br N Br
(C) | |
Ph Ph -I
..
N Br N Br
(D) | |
CH3 CH3 +I
Hyperconjugation
(stable)
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Solutions Slot – 1 (Chemistry) Page # 17
..
N
Sol.80 (I) (II) (III)
O |
H
+ ve on 'N'
is more stable
than 'O'.
Sol.81
HClO4
ClO4
|| |
O OH
|
O
Sol.82
AgClO4
Cl ClO4
Ag ClO4
Sol.83
—CH2 —CH2
Benzylcarbanion
II > I
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Page # 18 Solutions Slot – 1 (Chemistry)
Sol.84
Fries Rule – More the Benzenold Structure, more ⇒ Order of R.E. per Ring ⇒ I > II > III
will be the Resonance energy
+ +
Sol.88 (A) CH3—CH CH—CH2 < CH3—CH—CH CH2
o o
1 2
CH3 CH3
H
<
(B) H
O O—
(C) <
N
Sol.89 (I) (II) (III) ..
O |
N
H
Its Resonating structures are Neutral & Benzene like Resonance
So, maximum aromatic character.
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Solutions Slot – 1 (Chemistry) Page # 19
NH2 H
| |
C–C–C–C
| N N
Sol.90 (A) (B) (C) (D)
NH2 |
H
2° 2°
Ans. B, D
–C–NH–CH3
Sol.91 (a) –COOH (b) –CONHCH3 ||
O
–COCl
(c) (d) –CN (f)
−C − Cl N
( −C ≡ N)
||
O
These are electron-withdrawing grp.
..
N N
Sol.93 (B) | |
H H
aromatic
(So l.P. Part in resonance)
..
N
(D) l.P. is in conjugation & paticipate in resonance.
|
H
CH2
•• ••
Sol.94 (b) CH2 = CH − CH − O (d) CH2 = CH − C ≡ N (e) ..
••
O
..
in these three structure lone pair not in conjugation.
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Page # 20 Solutions Slot – 1 (Chemistry)
..
N O
..
|
(A) (B) (D)
N
N
6πe– 6πe– 6πe–
H H
KH
Sol.96 (A)
+ H
Aromatic 6πe-
O O
(B) HBr
Aromatic 6πe-
H H
H I
(C)
Tropylium
(Aromatic)
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Solutions Slot – 1 (Chemistry) Page # 21
:
NH2 NH2 NH2
:
:
R.S(1) R.S(2)
R.S(3)
:
R.S(5)
R.S(4)
(C)
(I)
Sol.2 (B)
:
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Page # 22 Solutions Slot – 1 (Chemistry)
(D) and
+
:
:
:
:
Sol.3 H2C — N N : H2C = N = N : H2C = N = N :
(A) (B) (C)
(a) Resonance form
(b) A
(c) C
(d) A,B
(e) B,C
(f) O (zero)
(g) B because –ve charge on N is more stable in compare to carbon
(h) B
because in (C) sturucture C-atom has in complete octact.
: :
Resonance form
:
:
: :
: :
: :
: :
sp2
:
:
sp2
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Solutions Slot – 1 (Chemistry) Page # 23
:
O:
:
CH2
CH 3— C
: :
(C) O: (D) sp2
2
sp
Sol.6 HC C — C CH in it all carbon are sp hybridized, so C — C σ-bond is shorter than both CH3
— CH3 & CH2 = CH — CH = CH
CH2
CH2
CH2
(c) (I) and (II)
do not show
Reso. It shows
Reso.
:
CH3— N — CH
CH3 — CH — CH3 3
Sol.8
O O
(a) CH3 — C — CH2 CH3 — C = CH2
O O
(b) H — C — CH = CH — CH2 H — C — CH — CH = CH2
R.S (1) R.S (2)
O
H — C = CH — CH = CH2
R.S (3)
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Page # 24 Solutions Slot – 1 (Chemistry)
(c)
(d)
O O O O
:
:
(e)
:
R.S(5)
(g)
: :
O O
:
(h)
:
O O O
(i)
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Solutions Slot – 1 (Chemistry) Page # 25
CH3 — CH — CH = CH — CH = CH
R.S (3) CH3
(j) CH—
3 CH = CH — CH = CH — CH2 CH—
3 CH = CH — CH — CH = CH2
CH3— CH — CH = CH — CH = CH2
:
(k) CH=
2 CH — CH — CH = CH2 CH—
2 CH = CH — CH = CH2
CH2= CH — CH = CH — CH2
O O
C CH3 C CH3
:
(n)
R.S (4)
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Page # 26 Solutions Slot – 1 (Chemistry)
:
Sol.9 (A) (CH)3 2— CH — NH 2 (CH)3 2— CH = NH2
R.S. (1) R.S. (2)
(CH)3 —
2 C — NH 2
R.H.
Stability
R.S. (1) < R.S. (2)
:
:O: :O:
C C
: :
NH2 NH
(B) CH3 CH3 :
O
C
CH3 NH
R. H.
Stability order
R.S. (1) < R.S. (2)
:
O O
R.S. (1) R.S. (2)
:
CH3— C — O — H
:
O
R.S. (3)
CH3 — C — O — H
O
R.H.
Stability order
R.S. (3) < R.S. (2) < R.S. (1)
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Solutions Slot – 1 (Chemistry) Page # 27
O O
Sol.11 CH3 — C CH3— C
O O
R.S. (1) R.S. (2)
R.S. (1) & R.S. (2) both are eqt. type R.S. so both C — O bond length are equal in the
acetate anion.
:
:
CH3 — CH — C N: CH3 — CH = C = N:
Sol.12 (a)
R.S. (1) R.S. (2)
Stability order
R.S.(2) > R.S. (1)
R.S. (2) is more stable
So its major contribution in R.H.
O O
O
CH3— C — CH = CH — CH 3
R.S. (3)
Stability order
R.S. (3) > R.S. (2) > R.S. (1)
O O O O
(c) CH3 — C — CH — C — CH 3 CH3— C = CH — C — CH 3
R.S. (1) R.S. (2)
O O
CH3— C — CH = C — CH 3
R.S. (3)
Stability order
R.S. (3) = R.S. (2) > R.S. (1)
∵ both R.S. (2) & R.S. (3) are eqt. type R.S.
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Page # 28 Solutions Slot – 1 (Chemistry)
:
NH2 NH2
(e) CH3 — CH2 — C — NH2 : CH3 — CH2 — C = NH2
R.S. (2)
R.S. (1)
NH2
:
CH3 — CH2 — C — NH2
R.S. (3)
CH3 CH3
Sol.13 (a) CH3 — CH2 — C = CH — CH2 CH3 — CH2 — C — CH = CH2
R.S.(1) R.S.(2)
[1º-carbocation] [3º-carbocation]
Stability order
R.S. (2) > R.S. (1)
R.S. (2) is more stable R.S. so it have major contribution in resonance hydbrid
CH2 CH2
2º carbocation
(b)
O O
: :
CH3 — C — O — H CH3— C = O — H
:
(d)
R.S. (1) R.S. (2)
[neutral species] [Charged species]
So,
R.S. (1) > R.S. (2)
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Solutions Slot – 1 (Chemistry) Page # 29
O O
C C
:
O—H H OH
Sol.14 (a) H
:
:
R.S. (1) R.S. (2)
[neutral] [Charged]
(b)
N N
:
CH2 CH2
(c)
R.S. (1) R.S. (2)
[Aromatic] [Anti Aromatic]
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Page # 30 Solutions Slot – 1 (Chemistry)
O O
(e)
N N
| |
H H
[O has +ve charge] [N has +ve charge]
R.S.(1) R.S.(2)
(b)
R.S. (1) R.S. (2)
[Unstable or less stable]
O O
(c) C C
H CH2 H CH2
R.S. (1) R.S. (2)
[O has –ve charge more stable] [C has –ve charge unstable or less stable]
O O NH
(d) C NH C
H H H H
R.S. (1) R.S. (2)
[O has –ve charge more stable] [N has –ve charge so less stable]
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Solutions Slot – 1 (Chemistry) Page # 31
(e)
CH2 CH2
R.S. (1) R.S. (2)
[Anti Aro.] [Aromatic]
Sol.17 (a) Resonating structure which are equivalent having more resonance energy
(b) The structure which are aromatic they have more energy.
Q.18 (a) If structure has more number. of π-bonds then the structure will be more stable.
(b) If the structure which has complete octact of atom which is more stable
(c) Cyclic delocalization of (4n + 2) π electron canonical structure is more stable than
acyclic delocalization of (4n + 2) π electron.
(f) A cononical structrue which as –ve charge is on more electro negative atom is more
stable in compare to –ve charge is on less electronegative atom.
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Page # 32 Solutions Slot – 1 (Chemistry)
COO O
and
(b)
eqt R.S.
So it has higher Resonance energy
and
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Solutions Slot – 1 (Chemistry) Page # 33
Non - Aro
OH
Sol.21 (a) and
Fries Rule : - More will be the benzoid like structure more will be the Reso. energy
(b) and
2- benzene 1- benzene
O O
(c) and
Cross Extended
conjugation conjugation
(e) and
Cross Extended
Conjugation Conjugation
O OH
sp3 Carbon
Aro. Non-Aro
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Page # 34 Solutions Slot – 1 (Chemistry)
sp3 carbon
(c) and
NO2
NO2
Aro Non - Aro
O
O
(d) and
O
O
O
O
O
O
and
:
: :
(e) N O
H
N is less electronegative atom in compare to O atom so O atom can not denote the l.P. easily
in Reso.
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Solutions Slot – 1 (Chemistry) Page # 35
and
:
N N
Q.23 (a)
: H
eqt. R.S.
:
(b) CH2 = CH — O — CH = CH2 and CH2 = CH — NH — CH = CH2
:
CH2
(d) and CH2= CH — CH 2
Non - Aro
Aro
: Br :
Reso.
:
O
(c) C
and CH3 — CH2 — Cl
: :
CH3 Cl
Reso.
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Page # 36 Solutions Slot – 1 (Chemistry)
CH3
(e) and
CH2 — CH3 C2H5
O O
(d) C and C
:
O O
(e) C and C
:
Cl Cl CH3 Cl :
:
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Solutions Slot – 1 (Chemistry) Page # 37
O O
(f) C and C
:
:
HN
2 : NH2 H NH2
Sol.26
:
:
H2N H2N H2N
O atom is more E.N. atom so this compound have double bond character.
Sol.27
(a)
NO2 CH3 Cl
–M +I –I
–I
(b)
(b) : S : Aromatic
:N
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Page # 38 Solutions Slot – 1 (Chemistry)
3
sp
(d)
: :
O :O
Aromatic
O O O
:
(e)
: :
O O O
:
Aromatic
(f)
:
N
sp3
H
non - Aro
:
:
NH2 NH2
:N
(g)
:
: :
N O N O
H Aromatic
Sol.29
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Solutions Slot – 1 (Chemistry) Page # 39
nC3H7
nC3H7
nC3H7
:
Aro nC3H7
Aro
Sol.30
sp3
(A) (B)
H H 3
sp
non - Aro.
Aro.
O O O O O O
Sol.31
O O O O O O
O O
O O
O O
O O
Sol.32
HOC α number of Carbon in hydrocarbon
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Page # 40 Solutions Slot – 1 (Chemistry)
1
HOC α
Stability of isomeric Alkene
CH3
(d) CH3 —C — HC = CH — CH3
CH3
CH3 CH3
CH3 CH3
or
Sol.33 (a)
or
(b)
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Solutions Slot – 1 (Chemistry) Page # 41
(c) or
Sol.34 A + 3H2 Pd / c
→
B D
(D)
1
HOH
stability of isomeric Alkene
(II)
(A)
Reso
(C)
CH3 CH3 O
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Page # 42 Solutions Slot – 1 (Chemistry)
1
HOH
stability of isomeric Alkene
(iii) (iv)
(iii)
Sol.37
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Solutions Slot – 1 (Chemistry) Page # 43
CH 2
(d) CH 3 and
1
HOH
stability of isomeric Alkene
CH—CH—Cl
Sol.38 (a)CH2=CH—Cl: 3 2
Reso no Reso
–
CH=CH—O—CH
2 3
(b) CH2=CH2
here due to Reso
There is double bond char
CH3—SH CH3—OH
(C)
CH3—S CH3—O
Size of O-atom is less in Compare to s-atom
(d) CH3—CH2—NH2
CH2=CH—NH2
This lp is localized This l.P. is not
localized
CH3
CH3—C
Sol.39 (i) (a) CH —CH (b) CH — CH — CH (c)
3 2 3 2 3
CH3
3αH 6αH 9αH
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Page # 44 Solutions Slot – 1 (Chemistry)
CH3
C
(vii) (b) CH 3—CH—CH3 (c) CH3
CH3
more E.N has -ve 2º Anion 3º—Anion
charge is more
stable
(c) (d)
It stable
In chair
on boat form
more E.N have the -ve charge then It will more stable then less E.N. have -ve charge
(xii) HC C (b) CH2=CH (c) CH3=CH 2
more E.N. have free Radical then It will less stable In compare to free Radical on less E.N.
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Solutions Slot – 1 (Chemistry) Page # 45
CH2 CH2
CH2
CH2
CH2
(ii) (b) N
Cl O O
–I –M, –I
CH2
CH2
(c) (d)
CN
–M, –I
CH 2
CH2 CH2
OH
(iii) (a) (b) (c)
OH OH
+M, –I –I
+M
CH2
CH2
O O O
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Page # 46 Solutions Slot – 1 (Chemistry)
CH2 CH—CH
2 2
CH2
CH2
CH2 H
C H
H
H C H
H
(xii) (a) (b) (c)
H C H Reso
Reso Reso +I
+I H
+hyper hyper
conjugation
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Solutions Slot – 1 (Chemistry) Page # 47
CH2
(xiii) (b)
CH3
CH2 CH 2
(c) (d)
CHMe 2 CMe3
(d) (e)
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Page # 48 Solutions Slot – 1 (Chemistry)
1
HOHα
stability of isormeric Alkenes
more repulsion
1
HOHα
stability of isormeric Alkenes
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Solutions Slot – 1 (Chemistry) Page # 49
a
H—CH2
d
H—CH—CH—C—CH3
c b
He H H
Sol.43
CH2
fH
1
C–H Bond Energy α
stability of Carbon free Re dical
Stability order of
Carbon free Radical .. d>f>b>c>a>e
There fore C — H Bond energy .. d<f<b<c<a<e
L.R
Sol. 44
2 C2H5OH+ 2Na 2C2H5ONa+H2
excess 46 gm
46
= 2 mole
23
2 mole sodium gives = 1 mole of H2
⇒ 2 mole sodium gives = 1 mole of H2
w.t.
mole =
mole cular w.t
wt.
⇒1= ⇒ wt. = 2gm
2
Sol. 45. Anthracene is 14 π e– s system
i.e. there are 7π bonds
Expected (theoritical) heat of hydrogenation
= – 28.6 * 7 = –200.2 Kcal/mol
Observed (experimental) heat of hydrogenation = – 116.2
R.E = obseved value – Expected value
= – 116.2 – (–200.2)
= 84 Kcal/mol
N
H
Sol.46 (a) N or This lone Pair is localized so
H It shows the max. electron density
on benzene ring
O O
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Page # 50 Solutions Slot – 1 (Chemistry)
Sol.1 (A)
(R) Aromatic Compound
(B)
(S) Anti Aromatic Compound
:NH
(C)
(R) Aromatic Compound
:
N
H
H
N
:
sp3 carbon
Sol.3 (A) NH
(R) Resonance
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Solutions Slot – 1 (Chemistry) Page # 51
(P) Resonace
(C)
: :
O (R) Aromatic
:
Sol.4 (A) CH3 — O — CH2 or CH3 — NH — CH2
O atom is more E.N. atom form N -atom so O-atom can not denote the l.P easily from N-atom
in Resonance so
(Q) Second is more stable than first
(R) Not Resonating structure of each other
(S) Resonance is present in both carbocation
:
(B) CH3 — O — CH2 — CH2 or CH3 — O — CH2
:
(Q) Second is more stable than first
(R) Not Resonating structure of each other
(C) or
CH2CH3 CH—CH3
(D) or
Reso.
(P) First is more stable than second
(R) Not resonating structure of each other.
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Page # 52 Solutions Slot – 1 (Chemistry)
: :
Sol.2 CH2 = CH — CH = O CH2 — CH = CH — O:
R.S. (1) R.S. (2)
CH2 — CH — CH — O
R.H.
2
sp2 sp
Sol.3 (A) H — C — O — H (B) NH2 — C — NH2
O O
CH3 sp2
(C) CH3 — C — CH 3 (D) CH3 — C — H
OH sp3 O
H
H
Sol.4 H—C C—C=C
H
7σ and 3π
H—C C — CH = CH2
Sol.5 2 2
sp sp sp sp
Sol.6 Carbon atom is less E.N. from N atom and N atom is less E.N. from O atom
Strength order of base
– – — –
CH3 — CH2 > NH2 > H — C C > OH
NH2 NH2
Sol.7
(i) (ii)
II is not an acceptable canonical structure because the nitrogen has 10 valence electrons.
CH2 CH2 CH 2
CH2
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Solutions Slot – 1 (Chemistry) Page # 53
OH OH OH OH
NO2
CH3 NO2
O
O O O
NO2 NO2
CH3 –I
+I –M
O
(i) (ii) (iii) (iv)
:
:
:
Sol.10 3
N sp3 2
N sp2 N N
:
sp sp
carbon carbon
carbon carbon H
H H
+ + + +
–H –H –H –H
–
HC C (CH3— CH2 ) CH3 — O
O O O O
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Page # 54 Solutions Slot – 1 (Chemistry)
Active methylene
group
CH3 — CH2 — C — CH2 — C — CH3
O O
CH3 — C — CH 2 — CH2 — C — CH3 CH3 — CH2 — CH2 — C — C — CH3
(C) (D)
O O O O
Due to presence of active methylene group B is more acidic
:
NH2 NH2
:
:
NH2
NH2
NH
CH3 — C
:
Sol.15 (i) (ii) CH3 — CH 2 — NH2
NH2
:
O
(iii) (CH3)2NH (iv)
CH3 — C — NH2
More the electron donating group or electron releasing group more the basicity.
H H
Cl
Sol.19 C
H
H
H
Vector addition of this compound is more
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Solutions Slot – 1 (Chemistry) Page # 55
H
O
CO OH
CH
HO
Acidity order
COOH OH OH
> >
NO2
O
CO OH
NO2
CH
Electron withdrawing
group
O
NH3 NH3
Sol.21 z
y
COOH
x
NH2 NH2
z
y
COO
x
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Page # 56 Solutions Slot – 1 (Chemistry)
SO3H
–+
CH3COONa (excess)
Sol.22 (aq. solution)
SO3Na
Me
– Me
SO3H SO3Na+
O O
– +
+ CH3 — C — O Na + CH3 — C — OH
Me Me
l.p – l. p repulsion
:
: :
SO3H SO3Na
NaHCO3
Sol.24 + H2CO 3 H2O + CO2
–+
OH ONa
NaHCO3
+ H2CO 3 H2O + CO2
NO2
OH
OH OH OH
OH
Sol.25 (i) (ii) (iii) (iv)
OH
OH
Effective H-bond bonding
B.P α intermolecular H-bonding which is iii > ii > i > iv
α molecular mass
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Solutions Slot – 1 (Chemistry) Page # 57
Repulsion
O
Sol.26 N
O
OH
B.P. α inter molecular H-bonding
Sol.29 (i) +I O O
ct
:
fe
ef
(ii)
2º carbocation
: :
(iii) O O
+I effect
:
(iv)
1º carbocation
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Page # 58 Solutions Slot – 1 (Chemistry)
OH OH COOH COOH
Cl CH3
eqt.R.S. eqt.R.S.
– –
O O COO COO
Cl CH3
–I +H
incomplete octact
H2C — N = N
(iii) (iv) H 2C — N = N
P-orbital
-ve on less E.N. atom
Resonance
Sol.32
H H
1 2 3 4 5
H3C — C — C — C — CH3
:OH H CH3
:
H H
H3C — C — C — C — CH3
:OH H CH3
:
P-orbital Reso.
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Solutions Slot – 1 (Chemistry) Page # 59
NO2 OH CH3
– –
O COO COO COO
OH
NO2 OH Intramolecular
CH3
–I H-Bonding
–M, –I
OH OH
O O
CH3—C—O
Et > O
O
eqt. R.S.
OCH3 NO2
+M –M
H
H3C
CH3
C= C
Sol.35 (A) CH3 — C — CH3 (B) H CH2
CH3 CH3
H3C CH3
CH3 CH3
CH2 CH2
CH3 — C — C — CH3
(C) C= C (D)
CH3 CH3
H H
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Page # 60 Solutions Slot – 1 (Chemistry)
Sol.36
An aromatic molecule will
→ have (4n + 2) π electron
→ be planer
→ be cyclic
:
O:
Sol. 37 NH3 — CH2 — CH2 — CH2 — CH2 — CH — C
: :
O:
NH2
:
:
Sol.38
CH3 CH2—CH3
EXERCISE – V(A)
HH
H H CH3
|
H C–C–CH | H3C–C–C–CH2
Sol.1
HH
HH
2° Carbocation 3° Carbocation
(5 α H) (9 α H) (2 α H) 1º carbocation
3
sp
sp sp
2
H H H
H H sp 2
| | |
H H | | H
H–C–C–C–H
C=C=C H–C–C=C | | |
Sol.2
H H | sp3 2H 3H H H
sp
2
H sp sp 3
sp
Propadiene Propene Propane
.. ..
NO2 NH2 OH
Sol.3
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Solutions Slot – 1 (Chemistry) Page # 61
Sol.4
3
sp carbon
CH3–CH2–CH2–CH3
Sol.5
sp3
carbon
Sol.6 A Vicinal diol has two hydroxyl group on adjacent carbon atom
H2C—H2C
| |
OH OH
+I group +I group
.. CH3 CH3 ..
NH2 .. NH2
N ..
NH2
Sol.7
CH3 NO2
+I group CH3
–I, –M
+I group
CH3
Sol.8
2
sp carbon which is Trigonal planer
Sol.9
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Page # 62 Solutions Slot – 1 (Chemistry)
CH3
CH4
.
–H
.
–H
. .
CH2 CH3
Methyl Radical
Resonance
Sol.10 The kind of delocalisation involving sigma bond orbitals is called hyperconjugation.
H H
| |
H
Sol.11 2 C=C–C=CH 2 H2C–C=C–CH2
| |
H H
1, 3-butadiene || |
CH2 CH CH CH2
3 3
sp c sp c
CH3—CH2—CH2—CH3
3 3
sp c n-butane sp c
Sol.12
CH2=CH CH CH
less S-character more S-character
less E.N. more E.N.
more basic less basic
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Solutions Slot – 1 (Chemistry) Page # 63
octact complete
Sol.14
Acidity α Ka
Me Cl OMe NO2
COO
.. ..
Sol.15
. .
...
OH O–H
.. .O–H
NH3
NH3
Sol.16
F –I group
.. SiMe3
|
N N
Sol.17
Me Me SiMe3 SiMe3
Me
Pyramidical Trigonal planar
Given compounds are not isostructural delocalised of l.p. of nitrogen in vacant d-orbital of
silicon makes compound planar.
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Page # 64 Solutions Slot – 1 (Chemistry)
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