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7/30/2019 DPS-01, GOC
1/13
DPS-01 (GOC) Subject: Chemistry Class: 10 + 2 Dated : 17.04.13
ELECTRONIC EFFECTS Inductive Effect
Q1. Which of them shows incorrect representation of inductive effect
Q2. Which of them is false for order ofI effect
(a) F > Cl > Br > I (b)233 NOHNRN >>
Q3. What is the % S character in hybridization of carbon when it exerts strongest I effect
(a) 25% (b) 50% (c) 75% (d) 100 %
Q4. Choose correct statement
(a) I effect transfers e from one carbon atom to another
(b) I effect operates in both / bond
(c) I effect creates net charge in molecule
(d) I effect is distance dependent
Resonance
Q5. Which is correct
(a) Orbitals which are in same plane participate in resonance
(b) Resonating structures have fixed arrangement of atomic nuclei
(c) All resonating structures have equal energy
(d) Resonating structures are real
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
(a) (b) (c) (d)
CH3
CH3
O
C OH
O
C O
CH3
CH2
CH3
C
O
(a) (d)23 NHOHOCH >> > C CH >H
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Q6. During resonance, which is incorrect
(a) Net charge remains same
(b) Number of paired electron remain same
(c) Number of unpaired electron remain same
(d) Energy of resonating structures always remains same
Q7. Following are not involved in resonance
(a) bonds (b) Positive charge (vacant orbital)
(c) Negative charge (lone pair) (b) Sigma bond
Q8. Which of the following pairs of structures in not a pair of resonating structures?
(a) HNCH;HNCH =
(b) 22333 CHCHCHCH;CHCHCHCH ==
Q9. Which of the following is not a permissible resonating form:
Q10. Which of the following is not resonating structure of diazomethane
Q11. Which of the following resonating structure is the minor contributor to the real structure
(a) I (b) II (c) III (d) all are equally stable
Q12. HNCO is isocyanic acid exists as following resonating streucutres
The correct order of stability is(a) I > III > II (b) I > II > III (c) II > III > I (d) II > I > III
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
(c)3333 CH
O||CCH
O||CCH;CH
O||CCH
O|CCH =
(d) ;
(b) (c) (d)(a) O
CH|NCH
3
2 +
O
CH|NCH
3
2
+
O
CH|NCH
3
2 O
CH|NCH
3
2
+
(b) (c) (d)(a) CH2
N
N
+
== NNCH 2
+
= NNHC 2 thesofall
CH3 C OCH
3
I
O
CH3 C OCH
3
O
II
CH3 C OCH
3
O
III
+
)III()II()I(
OCNHOCNHOCNH ==
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Q13. Which will be the least stable resonating structure:
Q14. Which of the following example has both the resonating structure contributing equal to the
resonance hybrid
(a) 3
3
|33
3
3 CHHCCH
CH
CCHCHCHCH
CH|CCH ==
Q15. Least contributing structure in nitroethene is
Q16. Which will be the least stable resonating structure:
Q17. Which of the following pairs of structures do not represent resonating structures?
Q18. Select the correct option for stability of following structures
(a) I > II > III (b) II > I > III (c) II > III > I (d) III > I > II
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
22 NHCHCHCHCH =
(a) (b) 22 NHCHCHCHCH =
22 NHCHCHCHCH ==
(c) (d) 22 NHCHCHCHCH =
2323 HN
O|CCHNH
O||CCH
=
(b)
(c) CH3 C CH3 C
O
O
O
O
OCHCHHCOCHCHCH 22 ===
(d)
(b) (c) (d)(a) CH2
= CH
N
O
OCH
2= CH
N
O
O
+ + +CH
2 CH N
O
O
++CH
2 CH =
N O
+ +O
NO
O
(b) (c) (d)(a) NO
O
NO
O
N
O
O
(b)(a) CH3 C
CH3
O
; CH3 C =
CH2
OH
O ; O
(d)(c) CH3 C
CH3
OH
; CH3 C =
CH3
OH
CH2
= C = O CH2 C =
O
O CH2
I
O CH2
II
O CH2
III
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Hyperconjugation
Q19. Give the number of hydrogens involved in hyperconjugation in the following compounds?
Application of 1-effect resonance and hyperconjugation
Q20. Give the stability order of alkene
Q21. Compare the following molecules with respect to:
)I(
2 ClCHCH =)II(
23 ClCHCH
(a) C Cl bond length
(b) Dipole moment
(c) C C bond length of (I) with respect to ethane
(d) Boiling point
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
C = C
CH3
CH3
CH3
CH3
C = C
CH3 CH
CH3
CH3
CH2 CH
3
II
CH3
C = C
CH3 CH
CH CH3
CH2 CH
3
III
CH3
CH3 CH
2
CH3
I
C = C
CH3 CH
CH3CH
CH
CH3
IV
CH3
CH
CH3
CH3CH
3
CH3
C = C
CH3 CH
2
H
C CH3
V
CH3
CH3
CH CH3
CH3
Ph CH2 HC = CH C CH
3
CH3
CH3
VI
CH3 CH CH = CH C CH
3
CH3
CH3VII
CH3
CH3 HC = CH
CH3
VIII
CH3 CH
2
IX
CH3 CH CH CH
3
X
CH3
XI
CH3 C CH
2
CH3
CH3
CH3
XII XIII
XIV
CH3
CH3
CH3 C CH
2
CH3
III
22 CHCH =
I
23 CHCHCH =
II
H3C C
CH3
C CH3
CH3
IV
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Q22.The electron density at benzene ring in the following compounds follows the order:
(a) IV > III > II > I (b) I > II > III > IV (c) IV > II > I > II (d) IV > II > III > I
Q23. Which of the following molecule has longest C = C bond length?
(a) CH2 = C = CH2 (b) CH3 CH = CH2
(c) 2
3
3
3 CHCH
CH|
CH|CCH = (d)
2
3
3 CH
CH|CCH =
Q24.The decreasing order of bond length of C = C bond in the following compounds is:
(a) II > I > IV > III (b) III > I > II > IV (c) IV > II > I > III (d) IV > I > II > III
Physical Properties
Q25. Following is true for stability between the two structures.
(a)3323 CHCH
O|CCHCHCHH
O|CCH =
>=
(b)
2
2
222 CHCH
CH||CHCCHCHCHCHCH =>==
(c)
232
3
2 HCCHCHHCHC
CH|CCH
=>=
Q26. Which is ordered correctly for heat of hydrogenation
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
COOEt
(I)
OCOEt
(II)
CH3
(III)
NHCOCH3
(IV)
(I) (II)
H3C
H3C
(III) (IV)
O
O
O
CCH||
3 >
(d)(c) > >
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Q27. Select the option that incorrectly defines the order of electron density in benzene ring.
INTERMEDIATE CARBOCATIONS
Q28.The number of electrons present in the valence shell of carbon of carbonation bearing positive
charge.
(a) 8 (b) 7 (c) 6 (d) 4
The most stable carbocation amongst the following is: (Q.29- Q37)
Q29.
(a)223 HCCHCH
(b) 323 CHCHHCCH
(c)
C)CH( 33(d) (CH3)3C
2HC
Q30.
(a)23 HCCH
(b) 22 CHClHC
(c) ClCHHC 22
(d)
222 NOCHHC
Q31.
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
(a)
OH
> > >
Cl NO2
(b)
NH2
> > >
CN NO2
NO
(c)
CN
< < > >
OH OCH3O
(b) (c) (d)(a)
CH2
Cl
CH2
NO2
CH2
OCH3
CH2
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Q32.
(a)23 HCCH
(b) OCCH 3 =
(c) NHCCH 3 =
(d) HCCH 2
=
Q33.
Q34.
Q35.
Q36.
(a)2462 HCHCNOp
(b) 256 HCHC
(c)246 HCHCClp
(d) 2463 HCHCOCHp
Q37.
Q38.The most unstable carbocation is
(a)23 HCCH
(b)
22 HCCHCl
(c) CHOHC 2
(d)32 CHOHC
Q39.The most unstable carbocation is
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
(b) (c) (d)(a)
CH2
CH3
CH2
CH3
CH2
CH3
H C CH3
(b) (c) (d)(a)
CH3
CH3
CH3
CH2
(b) (c) (d)(a) CH2 CH
2
CH2
( ) HCCHCH 223
( ) CCHCH 323
(a)
(b)
23 CHOCH 2
3
2 HCH
CH|CCH
23 CHOCH 3
3
2 HC
CH|CCH
(c) 23 CHOCH 3
3
CHH
CH|CHC
(d) HCOCH 3
3
3
2 CHH
CH|CCH
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(a)3HC
(b)23 HCCH
(c)2CH
(d)
32HC
Q40.The species having maximum electron deficiency is
(a) ( ) CCH 33 (b) 23 HCCH
(c) ( ) HCCH 23
(d)3HC
Q41. Nonplanar cation is
(a)4HN
(b)
3HC
(c)
OCCH 3
(d) (CH3)3C+Sb
6F
Q42.The stability order of following carbocation is
(a) I > II > IV > III (b) III > I > II > IV (c) IV > II > III > I (d) II > IV > III > I
Q43. Following carbocation changes to more stable carbocation:
Q44. In the following reaction, most stable intermediate is
+= HBrCHCHCH|
CH|CCH 2
3
3
3
3
3
3
3 CHHC
CH|
CH|CCH)a(
22
3
3
3 HCCH
CH|
CH|CCH)b(
3
33
3 CHH
CH
|C
CH
|CCH)c(
BrCHHC
CH|
CH|CCH)d(
2
3
3
3
Q45.The following carbocation rearranges to
3
3
33
CH|
CH|
OH|
CHCCCH
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
III
CH2
IVIII
2HC
(b) (c) (d)(a) 2HC
CH3
CH3
CH2
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(a) 3
3
2
3 CHH
CH|
OH|CH
HC|CCH
(b) 3
3
3
3 CHH
CH|C
OH|
CH|CCH
(c)3
3
3
3 CH
OH|C
CH|
CH|CCH
(d) None of above
Q46.The following carbocation rearranges to
Q47.The following carbocation rearranges to
Space for Rough Work
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
CH2
= C CCHCH H
H3C CH
3
CH3
CH3
(b)(a) CH2
= C CH CH CH H
CH3
CH3
CH3
CH2
CH2
= C C CH2 C H
CH3
CH3
CH3
CH3
(d)(c) CH2
= C C CH C CH3
CH3
CH3
CH3
CH3
H
CH2
= C C CH CH CH3
CH3
CH3
CH3
CH3
N
C
CH3H
3C
(b) (c) (d)(a)
N C
H3C
CH3
N C
CH3
CH3 CH
3
CN
CH
3
CH3
N C
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Q48. Match the correct order for stability of following positive charges
Column I Column-II
(A
)
(a) II > IV > III >
I
(B
)
(b) III > I > IV>
II
(C
)
(c) IV > II > III >I
Q49. Statement 1: (CH3)3C+ is more stable carrbocation than (CD3)3C
+
Statement 2: C H bond is weaker than C D bond.
(a) Statement-1 is True, Statemetn-2 is True; Statemetn-2 is a correct explanation for
statement-1
(b) Statement-1 is true, Statement-2 is True; Statemetn-2 is NOT a correct explanation for
Statement-1
(C) Statemetn-1 is True, Statemetn-2 is False
(d) Statement 1 is False, Statement-2 is true
ANIONS
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
(I)
(II)
CH2
(III)
CH2 CH
2
(IV)
CH CH3
(I)
(II)
OH
(III)
CH2
(IV)
NO2
CH2
OHHO
O2N
NO2
OH
NO2
CH2
O2N
CH2
HO
(I) (II) (III) (IV)
CH3
OCH3
Cl
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Q50. Arrange the following carbanions in decreasing order of stability
(a) III > IV > I > II (b) III > IV > II > I (c) III > I > IV > II (d) IV > III > I > II
Q51. Arrange the following carbanions in decreasing order of stability
(a) III > II > IV > I (b) III > II > I > IV (c) III > I > II > IV (d) II > III > I > IV
Q52. Arrange the following carbanions in decreasing order of stability
(a) IV > III > I > II (b) IV > II > III > I (c) IV > III > II > I (d) III > IV > II > I
Q53. Arrange the following carbanions in decreasing order of stability
(a) III > I > IV > I (b) III > II > I > IV (c) I > III > II > IV (d) III > I > II > IV
Q54. O||
HCHC
O||CHCCHCIf 3
S
2
R
2
Q
3
P
is mixed with NaOH solution. Acid base reaction occurs
and HO snatches H from organic molecule. Which carbon will loose H+ easily?
(a) P (b) Q (c) R (d) SQ55. Which of the following intermediate have the complete octet around the carbon atom
(a) Carbonium ion (b) Carbanion (c) Free radical (d) Carbene
Q56. Select the correct options
(a) Carbanion are good lewis acids
(b) Number of e- in outermost shell of methyl carbanion is 6
(c) Electron withdrawing groups stabilizes carbanion
(d) Carbanions can rearrange to form more stable anions
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
22 CHCH
(I)
332 )CH(CCH
(II)
CH2
(III) (IV)
3CH
CH2 Cl
(I)
CH2 CN
(II)
CH2 NO
2
(III)
CH2 CH
3
(IV)
CHOCH 2
33 CHCCHCCH
O O
HCCHCH
O O
CHOCOHC
CHO
(I) (II) (III) (IV)
CH2
(I)
CH2
CH3
CH2
NO2
CH2
OCH3
(II) (III) (IV)
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Q57. Which of these reaction can form carbon
(a) + LiBrCH 3 (b) + MgICH 3
Q58. In which set first is more stable than second
FREE RADICALS
Q59. Arrange the radicals in their decreasing order of stability
(a) IV > I > III > II (b) IV > III > II > I (c) I > II > III > IV (d) IV > III > I > II
Q60. Following is incorrect about radicals
(a) They are plannar in shape
(b) They are paramagnetic
(c) They have incomplete octate
(d) They are very less reactive as compared to other cations/ anions
Q61. Most stable radical is
Q62. In which case first is more stable than second
Q63. Arrange the radicals in their decreasing order of stability
PIE CLASSES:- SHOP NO. 13,F-TYPE, SEC.3 MARKET,CBD BELAPUR NAVI MUMBAI MOB.-9702015327/9820430684
Cl
+ NaNa
(C) (d) +CuClLiCH 3
(a)
(b)
(c) (d)
3CF 3CCl
CHCHCHC 2 =
( ) 333 CHCCH
(I) (II) (III) (IV)3CH 23 CHCH 23 CHCH
CH3
CCH 3
CH3
CH3
(a)
(b)
(c) (d)
(a)
(b)
(c) (d)
( ) CCHCPh 333
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(a) III > II > IV > I (b) III > IV > II > I (c) III > II > I> IV (d) II > III > IV > I
CH2
(I) (II) CH2
(III) C (IV)