1

UMEED
NEET Organic Chemistry Crash Course
Aa dekhein zara

TIME 100 MIN.

MAXIMUM MARKS 400
MARKING SCHEME +4/–1

Q1. Carbanion is a :- Q4. Most stable carbanion is :-


(A) Base (B) Nucleophile
(A) HC  C
(C) Both the above (D) None Θ
(B) H2 C = CH

Q2. C H 3 is less stable than :- CH 3
| 

(A) CH 3 − C H 2 (C) CH 3 − C–– C H 2
|

(B) CH3 − C H − CH 3 CH 3


(C) C H 2 − NO 2 (D) CH3 − C = C H

|
(D) CH 3 − C H − C2 H 5 CH3

Q3. Decreasing order of –I effect of the triad Q5. The correct order of stability of given
⊕ carbanions will be :-
[–NO2, −NH3 , −CN] is :-   
 CH3 − C H 2 CH 2 = C H HC  C
(A) − N H 3  − NO 2  −CN ( I) ( II ) ( III )

(B) − N H 3  −CN  NO 2 (A) I > II > III (B) III > II > I
 (C) I > III > II (D) II > I > III
(C) −CN  − NO 2  − N H 3
 Q6. Which is most basic among the following?
(D) − NO 2  −CN  − N H 3 (A) CH3NH2 (B) CH3CH2NH2
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(C) NH3 (D) (CH3)2CHNH2

Q7. Which of the following has maximum pKa?

(C) (D)
(A) CH2FCOOH (B) CH2ClCOOH
(C) CH3COOH (D) HCOOH

Q8. Which of the following is most acidic?

(A) Methoxy acetic acid Q15. Most acidic compound is :-
(B) Acetic acid (A)
(C) Chloro acetic acid
(D) Trifluoroacetic acid (B)

Q9. Which of the following shows + I-effect? (C)

(A) – OH (B) – OCH3
(C) – CH3 (D) – Cl (D)

Q10. Among the following the most highly

ionized in water is : Q16. Which resonating structure of vinyl
(A) CH3CH2CHClCOOH chlorides is least stable?
(B) CH3CH2CCl2COOH ••
(A) CH 2 = CH − Cl ••
(C) CH3CHClCH2COOH ••
(D) CH2ClCH2CH2COOH  
(B) C H 2 − CH = C l
 
Q11. The strongest acid amongst the following
(C) C H 2 − C H − Cl
compounds is?
(A) CH3CH2CH(Cl)CO2H (D) All have equal stability
(B) ClCH2CH2CH2COOH
(C) CH3COOH Q17. The stabilization due to resonance is
(D) HCOOH maximum in
(A) (B)
Q12. Which of the following acids is stronger
than acetic acid?
(A) Propanoic acid (B) HCOOH (C) (D)
(C) Butyric acid (D) (CH3)2CHCOOH
Q18. In which of the following compounds
Q13. Which of the following acids have the carbon–chlorine bond distance is minimum?
lowest pKa value? (A) CH3–Cl (B) C6H5–CH2–Cl
Cl (C) CH2=CH–Cl (D) CH2=CH–CH2–Cl
(A) |
CH3 − CH − COOH
Q19. Consider the following carbocations
(B) Cl–CH2–CH2–COOH
(C) CCl3COOH (a)
(D) CHCl2COOH (b)
Q14. Most stable carbocation is :- (c)

(d) CH 3 − C H 2
(A) (B) The relative stabilities of these carbocations
are such that :-
(A) d < b < c < a (B) b < d < c < a
(C) d < b < a < c (D) b < d < a < c

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Q20. Among the following, the strongest base is Q24. The oxygen atom in phenol –
:- (A) exhibits only inductive effect
(A) C6H5NH2 (B) exhibits only resonance effect
(B) p–NO2–C6H4NH2 (C) has more dominating resonance effect
(C) m–NO2–C6H4NH2 than inductive effect
(D) C6H5CH2NH2 (D) has more dominating inductive effect
than resonance effect
Q21. Arrange in decreasing order of basic
strength : Q25. Which is incorrect stability order?
 
(A) CH2 = CH – C H 2 > CH3 – C H – CH3
 

I. II. (B) CH2 = C H < CH3 – C H 2

 
(C) CH3 – CH2 – C H 2 > CH3 – C H – CH3
 
(D) CH3 – C H 2 > CH3O – C H 2

III. IV. Q26. Mesomeric effect is due to :-

(A) Delocalization of  es
(B) Delocalization of  es
(A) I > II > III > IV (B) II > III > I > IV (C) Migration of H – atom
(C) IV > I > III > II (D) IV > I > II > III (D) Migration of proton

Q22. The most stable carbanion among the Q27. Which of the following is least basic?
following is

(A) (A) (B)

(B)
(C) (D)

(C)
Q28. Among the following the pKa is minimum
for :-
(A) C6H5OH (B) HCOOH
(C) C2H5OH (D) CH3CCH

(D) Q29. Among the following the aromatic

compound is –

(A) (B)
Q23. Which of the following is most stable
carbocation?
(C) (D)
(A) (B)

(C) (D) CH 2 = CH − C H 2 Q30. Which is aromatic compound among the
following?

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A. Phenol B. p-Cresol
(A) (B) C. m-Nitrophenol D. p-Nitrophenol
(A) C>B>A>D (B) D>C>A>B
(C) B>D>A>C (D) A>B>D>C
(C) (D) All the above
Q35. Which one of the following compounds is
most acidic?
Q31. Select the correct option for stability of
following carbanions : (A) (B)

(C) (D) ClCH2CH2OH

(A) I > II > III (B) II > I > III Q36. Which of the following is most acidic?
(C) III > II > I (D) II > III > I (A) phenol
(B) benzyl alcohol
Q32. Correct increasing order of acidity of the (C) m-chloro phenol
following phenols is :- (D) cyclohexanol

Q37. Which of the following is the strongest

(A) base?
(A) (B)

(C) (D)
(B)

Q38. The dipole moment of vinyl chloride is

lower than that of methyl chloride. This is
due to :-
(C) (A) Resonance effect
(B) Inductive effect
(C) Electromeric effect
(D) Hyperconjugation

(D) Q39. Which is Aromatic compound?

(A) (B)
Q33. The non aromatic compound among the
following is
(C) (D) Both (B) and (C)
(A) (B)

Q40. Which of the following is the most acidic

(C) (D) compound?
(A) CH2 = CH2 (B) HC  CH

Q34. The correct order of acidic strength of the (C) (D)

following compounds is :-

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Q41. Among the following the strongest acid is :-

(A) CH3COOH
(B) C6H5COOH
(C) m-CH3OC6H4COOH
(D) p-CH3OC6H4COOH
(A) e>d>b>a>c
Q42. The least reactive chlorine is present in – (B) b>d>a>c>e
(A) Methyl chloride (B) Allyl chloride (C) e>d>c>b>a
(C) Ethyl chloride (D) Vinyl chloride (D) b>d>c>a>e

Q43. Which one of the following resonating Q48. Which of the following compounds exhibits
structures of 1-methoxy-1,3-butadiene is hyperconjugation?
least stable :- (A) Phenol (B) Ethyne
 
(A) C H 2 − CH = CH − CH = O − CH 3 (C) Ehanol (D) Propene
 
(B) CH 2 = CH − C H − CH = O− CH 3 Q49. Which of the following is least stable?

 
(C) C H 2 − C H − CH = CH − O − CH 3 (A) CH3 − C H − CH 3

(D) CH2 = CH − CH = CH − O − CH3 (B) CH 3 − CH 2 − C H 2


Q44. Four structures are given in options (a) to CH3 − C− CH3

(d). Examine them and select the aromatic (C) |
CH3
structures.
CH 3
(a) (b) | 
(D) CH 3 –C– C H–C6 H 5
|
(c) (d) CH 3
(A) a and d (B) b and c
(C) a and b (D) a and c Q50. Which of the following is most stable
alkene?
Q45. Order of acidic strength of the following
compound will be : (A)

(a) (b) (B)

(C)

(c) (d)
(D)

(A) c > d > b > a (B) d > c > b > a

(C) a > b > c > d (D) b > a > c > d Q51. pka increases in benzoic acid, substituent
"x" bonded at para position, then "x" is
Q46. Phenol is less acidic than (A) -COOH (B) -NO2
(A) Ethanol (B) o-Nitrophenol (C) -CN (D) -OCH3
(C) o-Methylphenol (D) o-Methoxyphenol
Q52. CH3CH2–Cl undergoes homolytic fission to
Q47. Mark the correct order of decreasing acid produce
• •
strength of the following compounds. (A) CH 3 C H 2 and C l

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• Q60. Which of the following compounds are

(B) CH 3 C H 2 and Cl
aromatic in nature?

(C) CH 3 C H 2 and Cl

(D) CH 3 C H 2 and Cl (a) (b)

Q53. Which of the following intermediate has

complete octet? (c) (d)
(A) Carbocation (B) Carbanion
(C) Free radical (D) Carbene (A) only a (B) a and b
(C) a, b, d (D) all of these
Q54. Most stable carbocation is :
  Q61. Which of the following is not an aromatic
(A) CH 3 − C H 2 (B) Br − CH 2 − C H 2 compound?
 
(C) Cl − CH 2 − C H 2 (D) F − CH 2 − C H 2
(A) (B)
Q55. Most stable carbanion is :

(A) C H 2 − CH 2 − NO 2

(B) C H 2 − CH 2 − CN (C) (D) All of these

(C) C H 2 − CH 2 − COOH

(D) C H 2 − CH 2 − CH 2 − CH 2 − F
Q62. Most acidic among the following is
Q56. Which of the following is most acidic? (A) (B)
(A) Cl3C–COOH (B) Cl2CH–COOH
(C) ClCH2–COOH (D) CH3COOH (C) (D)
Q57. Which of the following is most acidic?
CH 2 − COOH CH 2 − COOH Q63. Which nitrogen is the most basic?
(A) | (B) |
F Cl
CH 2 − COOH CH 2 − COOH
(C) | (D) |
Br I

Q58. Which is the most basic among the

(A) 1
following?
(B) 2
(A) CH3CH2–NH2
(C) 3
(B) Cl–CH2CH2NH2
(D) All are equally basic
(C) O2N–CH2CH2–NH2
(D) –O–CH2CH2–NH2
Q64. Which is the strongest base?
(A) Pyrrole (B) Aniline
Q59. Which of the following is nonaromatic?

(A) (B) (C) Pyridine (D)

(C) (D)
Q65. Which is the weakest base?
(A) C6H5–CH2–NH2

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(B) C6H5–CH2–NH–CH3 Q72. Which of the following contains only three

(C) O2N–CH2–NH2 pair of electrons?
(D) CH3–NH–CHO (A) Carbanion
(B) Carbocation
Q66. Which of the following alkene is most stable (C) Carbon free radical
(R = CH3)? (D) None
(A) R2C=CR2 (B) R–CH=CR2
(C) R–CH=CH–R (D) R–CH=CH2 Q73. The correct order of increasing stability of
the given alkenes is
Q67. Which of the following has minimum heat (A) 1-pentene > cis-2-pentene > trans-2-
of hydrogenation? pentene > 2-methyl-2-butene
(A) Ethene (B) Propene (B) 1-pentene > trans-2-pentene > cis-2-
(C) cis-2-butene (D) trans-2-butene pentene > 2-methyl-2-butene
(C) 1-pentene < cis-2-pentene < trans-2-
Q68. Which of the following is most stable? pentene < 2-methyl-2-butene
(A) Conjugated alkadiene (CH2=CH– (D) 1-pentene < trans-2-pentene < cis-2-
CH=CH2) pentene < 2-methyl-2-butene
(B) Isolated alkadiene (CH2=CH–CH2–
CH=CH2) Q74. Which of the following is more basic than
(C) Cumulated alkadiene (CH2=C=CH2) aniline?
(D) All are equal (A) Diphenyl amine
(B) Triphenyl amine
Q69. What is the order of acidic strength of given (C) p-nitro aniline
molecules? (D) Benzyl amine

Q75. Which of the following presents the correct

I. II. order of the acidity in the given compounds?
(A) FCH2COOH > CH3COOH >
BrCH2COOH > ClCH2COOH
(B) BrCH2COOH > ClCH2COOH >
FCH2COOH > CH3COOH
III. IV. (C) FCH2COOH > ClCH2COOH >
BrCH2COOH > CH3COOH
(D) CH3COOH > BrCH2COOH >
(A) I > II > III > IV
ClCH2COOH > FCH2COOH
(B) IV > III > II > I
(C) IV > II > III > I
Q76. The stability of carbanions in the following
(D) I > II > IV > III
:-
Q70. The correct order of decreasing acid 

strength of trichloroacetic acid (A), trifluoroacetic (a) RC  C (b)

acid (B), acetic acid (C) and formic acid (D) is:
 
(A) A > B > C > D (B) A > C > B > D
(c) R 2 C = C H (d) R 3C − C H 2
(C) B > A > D > C (D) B > D > C > A is in the order of:
(A) (d) > (b) > (c) > (a)
Q71. Which of the following is correct with (B) (a) > (c) > (b) > (d)
respect to -I effect of the substituents? (R = alkyl) (C) (a) > (b) > (c) > (d)
(A) -NH2 < -OR < -F (D) (b) > (c) > (d) > (a)
(B) -NR2 < -OR < -F
(C) -NH2 > -OR > -F Q77. Basic strength of
Θ 
(D) -NR2 > -OR > -F (a) H3 C − CH2 (b) H 2 C = C H and

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
(c) HC  C is in the order of
(A) (a) > (c) > (b) (B) (a) > (b) > (c) Q82. In a compound electrophilic
(C) (b) > (a) > (c) (D) (c) > (b) > (a)
substitution has occurred.
Q78. Among the following compounds, the The substituent –E, methyl, –CH2Cl, –CCl3
strongest acid is and –CHCl2. The correct increasing order
(A) HC≡CH (B) C6H6 towards electrophilic substitution is
(C) C2H6 (D) CH3OH (A) – CH3 < – CH2Cl < – CHCl2 < – CCl3
(B) – CH3 < – CHCl2 < – CH2Cl < – CCl3
Q79. Which of the following compounds is most (C) – CCl3 < – CH2Cl < – CHCl2 < – CH3
basic? (D) – CCl3 < – CHCl2 < – CH2Cl < – CH3
(A)
Q83. The correct order of increasing basic nature
of the following bases is
(B)
(i)
(C)

(ii)
(D)

(iii)

Q80.
(iv)

(v)
The correct decreasing order of pKb is :-
(A) I > II > III > IV
(B) III > IV > II > I
(C) II > III > IV > I
(D) IV > II > I > III (A) (ii) < (v) < (i) < (iii) < (iv)
(B) (v) < (ii) < (i) < (iii) < (iv)
(C) (ii) < (v) < (i) < (iv) < (iii)
(D) (v) < (ii) < (i) < (iv) < (iii)
Q81.
Q84. Most acidic amongst the following is

The correct decreasing order of pKa is :- (A) (B)

(A) II > I > IV > III
(B) IV > II > III > I
(C) III > II > IV > I
(D) IV > I > II > III

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Q91. What will be the decreasing order of

stability of following carbocations?
(C) (D)

Q85. Chloroacetic acid is a stronger acid that

acetic acid. This can be explained using
(A) –M effect (B) –I effect
(C) +M effect (D) +I effect

Q86. Stability of iso-butylene can be best

explained by
(A) Inductive effect
(B) Mesomeric effect
(C) Hyperconjugative effect
(D) Steric effect
(A) 3 > 5 > 4 > 1 > 2
Q87. Which of the following is the strongest acid?
(B) 1 > 2 > 3 > 5 > 4
(A) Carbolic acid
(C) 5 > 4 > 3 > 2 > 1
(B) Carbonic acid
(D) 1 > 2 > 3 > 4 > 5
(C) Picric acid
(D) Acetic acid
Q92. Chlorine in vinyl chloride is less reactive
because
Q88. The stability of Me2C = CH2 is more than
(A) sp2- hybridized carbon has more acidic
that of MeCH2CH = CH2 due to
(A) Inductive effect of the Me group character than 𝑠𝑝3 -hybridized carbon
(B) C—Cl bond develops partial double
(B) Resonance effect of the Me group
bond character
(C) Hyperconjugative effect of the Me
group (C) Of resonance
(D) All of the above are correct
(D) Resonance as well as inductive effect of
the Me group
Q93. The shape of the π electron cloud in
acetylene is
Q89. Among the following carbocations
(I) Ph2C+CH2Me (A) Linear (B) Planar
(C) Cylinder (D) Doughnut
(II) PhCH2CH2CH+Ph
(III) Ph2CHCH+Me
Q94. Hydrogen attached to sp3 carbon in
(IV) Ph2C(Me)CH2+
cyclopentadiene can be easily removed as what
The order of stability is
(A) Hydride ion
(A) IV > II > I > III (B) I > II > III > IV
(B) Hydrogen molecule
(C) II > I > IV > III (D) I > IV > III > II
(C) Proton
(D) Hydrogen atom
Q90. In the following compound, the number of
‘sp’ hybridized carbon is
Q95. The maximum bond energy is present
(A) C − H (B) C − C
(C) C − N (D) C − O
(A) 2 (B) 3
(C) 4 (D) 5

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Q96. With a change in hybridisation of the carbon (A) Two free radicals
bearing the charge, the stability of a (B) Two carbonium ions
carbanion increase in the order (C) Two carbanions
(A) sp < 𝑠p2 < 𝑠p3 (D) One cation and one anion
(B) sp < 𝑠p3 < 𝑠p2
(C) sp3 < 𝑠p2 < 𝑠𝑝 Q99. On exciting Cl2 molecules by UV light, we
(D) sp2 < 𝑠𝑝 < 𝑠p3 get
(A) Cl• (B) Cl+
−
Q97. Among the following, which one has more (C) Cl (D) All of these
than one kind of hybridization?
(i) CH3 CH2 CH2 CH3 Q100. The bond that undergoes heterolytic
(ii) CH3 CH = CHCH3 cleavage most easily is
(iii) CH2 = CH − CH ≡ CH (A) C − O (B) C − C
(iv) CH ≡ CH (C) C − H (D) O − H
(A) (ii) and (iii) (B) (ii) and (i)
(C) (iii) and (iv) (D) (iv)

Q98. Heterolysis of carbon-chlorine bond

produces

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Aa dekhein zara

ANSWER KEY

NEET Organic Chemistry Crash Course

1. (C) 21. (C) 41. (C) 61. (C) 81. (A)

2. (C) 22. (D) 42. (D) 62. (C) 82. (D)
3. (A) 23. (A) 43. (C) 63. (B) 83. (A)
4. (A) 24. (C) 44. (D) 64. (D) 84. (C)
5. (B) 25. (D) 45. (A) 65. (D) 85. (B)
6. (D) 26. (B) 46. (B) 66. (A) 86. (C)
7. (C) 27. (A) 47. (D) 67. (D) 87. (C)
8. (D) 28. (B) 48. (D) 68. (A) 88. (C)
9. (C) 29. (C) 49. (B) 69. (C) 89. (B)
10. (B) 30. (D) 50. (B) 70. (C) 90. (C)
11. (A) 31. (B) 51. (D) 71. (A) 91. (D)
12. (B) 32. (C) 52. (A) 72. (B) 92. (C)
13. (C) 33. (A) 53. (B) 73. (C) 93. (C)
14. (C) 34. (B) 54. (A) 74. (D) 94. (C)
15. (D) 35. (A) 55. (A) 75. (C) 95. (A)
16. (C) 36. (C) 56. (A) 76. (C) 96. (C)
17. (D) 37. (D) 57. (A) 77. (B) 97. (A)
18. (C) 38. (A) 58. (D) 78. (D) 98. (D)
19. (A) 39. (D) 59. (D) 79. (C) 99. (A)
20. (D) 40. (D) 60. (D) 80. (D) 100. (D)

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