NNATIONAL PUBLIC SCHOOL, Gopalapuram

Grade: XI ORGANIC CHEMISTRY – SOME BASIC PRINCIPLES AND TECHNIQUES

Pages: 4 WORKSHEET

Name: ….................................................. Section: …… Roll No: ……… Date: …………………

MULTIPLE CHOICE QUESTIONS

1) Which of the following is the correct IUPAC name?

(a) 3-Ethyl-4, 4-dimethylheptane (b) 4,4-Dimethyl-3-ethylheptane
(c) 5-Ethyl-4, 4-dimethylheptane (d) 4,4-Bis(methyl)-3-ethylheptane

2) The IUPAC name for is ________.

(a) 1-hydroxypentane-1,4-dione (b) 1,4-dioxopentanol

(c) 1-carboxybutan-3-one (d) 4-oxopentanoic acid

3) The IUPAC name for

(a) 1-Chloro-2-nitro-4-methylbenzene (b) 1-Chloro-4-methyl-2-nitrobenzene

(c) 2-Chloro-1-nitro-5-methylbenzene (d) m-Nitro-p-chlorotoluene

4) Electronegativity of carbon atoms depends upon their state of hybridisation. In

which of the following compounds, the carbon marked with an asterisk is most
electronegative?
(a) CH3 – CH2 – *CH2 –CH3 (b) CH3 – *CH = CH – CH3
(c) CH3 – CH2 – C ≡ *CH (d) CH3 – CH2 – CH = *CH2

5) In which of the following, functional group isomerism is not possible?

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

6) Electrophilic addition reactions proceed in two steps. The first step involves the
addition of an electrophile. Name the type of intermediate formed in the first step of
the following addition reaction. H3C—HC = CH2 + H+ →?
(a) 2° Carbanion (b) 1° Carbocation (c) 2° Carbocation (d) 1° Carbanion

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7) Correct IUPAC name for the given compound ___________.
(a) 2- ethyl-3-methylpentane (b) 3,4- dimethylhexane
(c) 2-sec-butylbutane (d) 2, 3-dimethylbutane

8) In which of the following compounds the carbon marked with an asterisk is

expected to have the greatest positive charge?
(a) *CH3—CH2—Cl (b) *CH3—CH2—Mg+Cl–
(c) *CH3—CH2—Br (d) *CH3—CH2—CH3

9) A covalent bond can undergo fission in two different ways. The correct
representation involving heterolytic fission of CH3—Br is

10) The addition of HCl to alkene proceeds in two steps. The first step is the attack
of H+ ion C=C to a portion which can be shown as

In the following questions, two or more options may be correct.

11) Which of the following compounds contain all the carbon atoms in the same
hybridisation state?
(a) H—C ≡ C—C ≡ C—H (b) CH3—C ≡ C—CH3
(c) CH2 = C = CH2 (d) CH2 = CH—CH = CH2

12) A nucleophile is a species that should have

(a) a pair of electrons to donate (b) positive charge
(c) negative charge (d) electron-deficient species

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13) Hyperconjugation involves delocalisation of ___________.
(a) electrons of carbon-hydrogen σ bond of an alkyl group directly attached to an
atom of the 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

SHORT ANSWER TYPE QUESTIONS

14) What is the type of hybridisation of C atoms in benzene?

15) Select electrophiles out of the following: H+ Na+, Cl–, AlCl3, SO3, CN–, CH3CH2+,
Cl2, R-X.

16) Select nucleophiles from the following: BF3 NH3 OH–, R-X, C2H5OH, H3O+, NO2,
CN–.

17) Give the I.U.P.A.C. names of the following compounds

(v) (CH3)4C (vi) (CH3)2CHCOOH.

18) Arrange the following in increasing order of -I effect: -NO2, -COOH, -F, CN, – I.

19) Arrange the following in decreasing order of +I effect: CH3-, D, (CH3)3C-,

(CH3)2CH-, CH3-CH2 –

20) Give the I.U.P.A.C. name of CH2=CH-CH (CH3)2

21. How many sigma and pi bonds are present in each of the following molecules?
(a) H-C=C-CH=CH-CH3 (b) CH2=C=CH-CH3.

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22. What is the shape of the following molecules
(a) HCHO (b) CH3F (c) H-C ≡ N

23. Write the T.U.P.A.C. name of

24. Give the condensed and bond-line structural formula for

(a) Penta-1, 4-diene (b) Hexa-1, 3, 5 triene.

25. Write the I.U.P.A.C. names of HOOC-C ≡ C-COOH and

26) In which C−C bond of CH3−CH2−CH2−Br, the inductive effect is expected to be

the least?

27) Write resonance structures of CH2=CH−CHO. Indicate relative stability of the

contributing structure.

28) Explain why is (CH3)3C+ more stable than CH3CH2+ and CH3+ is the least stable
cation.

29) Show how hyperconjugation occurs in propene molecules.

30) Draw the orbital diagram showing hyperconjugation in isopropyl cation and
tertiary butyl cation.

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