CHEMISTRY ASSIGNMENT – XI

Organic Chemistry: Some Basic Principles and Techniques

1. Homolytic fission of C-C bond in ethane gives an intermediate in

which carbon is:
a. sp3 hybridised b. sp2 hybridised
c. sp-hybridised d. sp3d- hybridized
2. The kind of delocalization involving sigma bond in conjugation with
π (pi) electrons is called:
a. Inductive effect b. Hyperconjugation effect
c. Electromeric effect d. Mesomeric effect
3. Which organic species has only one type of hybridized carbon?
a. CH2 = C = CH2 b. CH3 – +CH – CH3
c. CH3 – C = CH d. CH2 =+CH – CH2
4. Which of the following can act as an electrophile?
a. CN– b. OH–
c. H2O d. BF3
5. Which of the following is correct about the species: (CH3)3 – C+
a. It is planar b. Its C+ is sp2 hybridised
c. A nucleophile can attack on its C+ d. All of these
6. Which of the following has all the effects namely Inductive, Mesomeric and
Hyperconjugative ?
a. CH3Cl b. CH3CH = CH2
c. CH3CH = CHCOCH2Cl d. CH2 = CH – CH = CH2
7. The most stable free radical among the following is:
a. C6H5CH2•CH2
b. C6H5•CHCH3
c. CH3•CH2
d. CH3•CHCH3
8. Isomers of a compound must have :
a. Same physical properties
b. Same chemical properties
c. Same structural properties
d. Same molecular weight
9. The type of isomerism not found in alkenes is :
a. Chain isomerism b. Geometrical isomerism
c. Metamerism d.Position isomerism
11. The correct decreasing order of priority for the functional groups of organic compounds
in the IUPAC system of nomenclature is:
a. –COOH, –SO3H, –CONH2, –CHO
b. –SO3H, –COOH, –CONH2, –CHO
c. –CHO, –COOH, –SO3H, –CONH2
d. –CONH2, –CHO, –SO3H, –COOH
12. The IUPAC name of CH3 – CH = CH – C ≡ CH is:
a. pent-3-en-1-yne b. pent-3-en-4-yne
c. pent-2-en-4-yne d. pent-2-en-3-yne
13. Select the correct IUPAC name for:

(a) 5-methyl-5-ethyloctane (b) 5-methyl-5-propylheptane

(c) 4-ethyl-4-methyloctane (d) 3-methyl-3-propyloctane

14. Select the correct IUPAC name for:

(a) 1,4-dimethylcyclopentane (b) 1,3-dimethylcyclopentane

(c) 2,5-dimethylcyclopentane (d) 2,3-dimethylcyclopentane

15. Select the best name for:

(a) 4-ethyloct-3-ene (b) 4-ethyloct-2-ene

(c) 4-butylhex-3-ene
16.The following chemical structure represents a molecule of what molecular formula?

(a) C8H10 (b) C6H6 (c) C6H8 (d) C8H12

17. Select the IUPAC name for: (CH3)2CHCH(OH)CH2C(CH3)3.

(a) 2,5,5-trimethyl-3-hexanol (b) 1,1,4,4-pentamethylbutanol
(c) 1,1-dimethylisopentanol (d) 2,5-dimethyl-4-hexanol
(e) none of these

18. The I.U.P.A.C. name of CH3 – CH = CH COOC2H5 is

(a) Ethyl but-1 –enoate (b) Ethyl but-2-enoate
(c) Ethyl prop-2-enoate (d) None of these.

19. The I.U.P.A.C. name of

(a) Acetyl cyclohexa diene (b) l-Cyclohexa-2, 4 dienyl ethanone

(c) 6-Cyclohexa-1, 3 dienyl ethanone (d) none of these
20. Which effect is shown in the following structures :

(a) + R effect (b) – R effect

(c) + E effect (d) – I effect
21. The reaction: CH3CH2I + KOH(aq) → CH3CH2OH + KI is classified as :
(a) electrophilic substitution (b) nucleophilic substitution
(c) elimination (d) addition
22. Hyperconjugation involves delocalization of .
(A) electrons of carbon-hydrogen σ bond of an alkyl group directly attached to an atom of
unsaturated system.
(B) electrons of carbon-hydrogen σ bond of alkyl group directly attached to the positively
charged carbon atom.
(C) π-electrons of carbon-carbon bond.
(D) lone pair of electrons.
 (a) A & B (b) A & D
(c) B &C (d) C & D

23. Which of the following cannot be represented by resonance structures?

(a) Dimethyl ether (b) Nitrate anion
(c) Carboxylate anion (d) Toluene

24. Match the columns

Column I Column II

(i) o-nitrophenol (A) duplet

(ii) H2O (B) Intramolecular H-bond

(iii) Benzene (C) Intermolecular H-bond

(iv) H2 (D) Triangular planar

(a) (i) - (C) (ii) - (D) (iii) - (A) (iv) - (B)
(b) (i) - (B) (ii) - (D) (iii) - (C) (iv) - (A)
(c) (i) - (C) (ii) - (A) (iii) - (D) (iv) - (B)
(d) (i) - (B) (ii) - (C) (iii) - (D) (iv) - (A)
25. The arrangement of (CH3)3C- , (CH3)2CH- , CH3CH2– when attached to benzene or .
unsaturated group in increasing order of inductive effect is
(a) (CH3)3C- < (CH3)2CH- < CH3 – CH2–
(b) CH3 -CH2– < (CH3)2CH- < (CH3)3C-
(c) (CH3)2CH-< (CH3)3C- < CH3-CH2–
(d) (CH3)3C- < CH3– CH2– < (CH3)2CH
26. The most stable carbanion among the following is

(a) a (b) b (c) c (d) d

27. Which one is strongest acid among following options?

(a) CH2FCOOH (b) CH2ClCOOH
(c) CHCl2COOH (d) CHF2COOH
28. Assertion: CH3C+=O behaves as electrophile.
Reason: In this species, O has two pairs of electrons.
Select the most appropriate answer from the options given below:
(a) Both A and R are true and R is the correct explanation of A
(b) Both A and R are true but R is not the correct explanation of A.
(c)A is true but R is false.
(d) A is false but R is true.
29. Inductive effect involves
(a) displacement of σ electrons
(b) delocalization of π electrons
(c) delocalization of σ-electrons
(d) displacement of π-electrons
30. Which of the following behaves both as a nucleophile and as an electrophile?
(a) CH3C ≡ N (b) CH3OH
(c) CH2 = CHCH3 (d) CH3NH2
31. Electronegativity of carbon atoms depends upon their state of hybridisation. In which of
the following compounds, the carbon marked with asterisk is most electronegative?
(a) CH3 – CH2 – *CH3 –CH3
(b) CH3 – *CH = CH – CH3
(c) CH3 – CH2 – C ≡ *CH
(d) CH3 – CH2 – CH = *CH2

32. In which of the following, functional group isomerism is not possible?

(a) Alcohols (b) Aldehydes
(c) Alkyl halides (d) Cyanides

33. What is the correct order of decreasing stability of the following cations.

(a) II > I > III (b) II > III > I

(c) III > I > II (d) I > II > III
34. In which of the following compounds the carbon marked with asterisk is expected to have
greatest positive charge?

(a) *CH3 —CH2 —Cl

(b) *CH3 —CH2 —Mg+Cl–
(c) *CH3 —CH2 —Br
(d) *CH3 —CH2 —CH3
35. Covalent bond can undergo fission in two different ways. The correct representation
involving a heterolytic fission of CH3 —Br is

36. Electrophiles are electron seeking species. Which of the following groups contain only
electrophiles?

37. Consider the following four compounds for answering questions 38 and 39.

38. Which of the following pairs are position isomers?

(a) I and II (c) II and IV
(b) II and III (d) III and IV
39. Which of the following pairs are not functional group isomers?
(a) II and III
(b) II and IV
(c) I and IV
(d) I and II
40. Match the terms mentioned in Column I with the terms in Column II.

41. Match the ions given in Column I with their nature given in Column II.

ASSERTION REASON TYPE QUESTIONS

The questions given below are Assertion (A) and Reason (R). Use the following key to select
the correct answer.
(a) If both assertion and reason are correct and reason is correct
explanation for assertion.201
(b) If both assertion and reason are correct but reason is not correct explanation for
assertion.
(c) If reason is correct but assertion is incorrect.
(d) If both assertion and reason are incorrect.
42. Assertion: But-1-ene and 2-Methylprop-1-ene are position isomers.
Reason: Position isomers have same molecular formula but
Different arrangement of carbon atoms.
43. Assertion: Alkanes having more than three carbon atoms exhibit Chain isomerism.
Reason: All carbon atoms in alkanes are sp-hybridised.
44. Assertion: Butane and 2-Methylbutane are homologues.
Reason: Butane is a straight chain alkane while 2-Methylbutane is branched chain alkane.
45. Assertion: Tertiary carbocations are generally formed more easily than primary
carbocations.
Reason: Hyperconjugation as well as inductive effect due to additional alkyl groups
stabilize tertiary carbocations.
46. Assertion: Alkyl carbanions like ammonia have pyramidal shape.
Reason: The carbon atom carrying negative charge has an octet of electrons
47. Assertion: IUPAC name of compound CH3CH = CH – CHO is But-2-enal.
Reason: Functional group gets preference over multiple in IUPAC name of a compound.