Assignment: GOC

CLASS 11 - CHEMISTRY

Section A

1 Choose the correct order of stability of carbocation using the concept of

hyperconjugation.

a) III < IV < II < I

b) IV < III < II < I

c) I < II < III < IV

d) II < III < I < IV

2 Covalent bond can undergo fission in two different ways. The correct
representationinvolving heterolytic fission of CH3 - Br is

a)

b)

c)

d)

3 Straight or branched chain compounds, for example, the below ones are called

a) closed chain compounds

b) aliphatic cyclic compounds

c) alicyclic compounds

d) aliphatic compounds
4 𝜎C−C : 4; 𝜎C−H : 6; 𝜋C=C : 1; 𝜋C≡C : 2 . These number of 𝜎 and n - bonds are present in
which of the following molecule?

a) CH2 =CH - CH=CH - CH 3

b) CH≡ C - CH=CH - CH 3

c) CH2 =C=CH - CH 3

d) CH3 =CH - CH=CH - CH

5 What is the IUPAC name of the following compound?

a) 4 - Bromo - 3 - methylpent - 2 - ene

b) 2 - Bromo - 3 - methylpent - 3 - ene

c) 3 - Bromo - 3 - methyl - 1,2 - dimethylprop - 1 - ene

d) 3 - Bromo - 1,2 - dimethylbut - 1 - ene

6 The IUPAC name of the following compund is

a) 3 - methyl isobutyraldehyde

b) 2 - methylbutanal

c) 2 - ethylpropanal
d) butan - 2 - aldehyde

7 Correct IUPAC name of 2 - ethylpropane will be:

a) 2 - methylbutane

b) 2 - ethylbutane

c) Isobutane

d) 3 - ethylbutane

8 The IUPAC name of the compound is:

 a) 2 - Methyl - 5 - oxohexanoic acid

b) 2 - Formyl - 5 - methylhexan - 6 - oic acid

c) 5 - Methyl - 2 - oxohexan - 6 - oic acid

d) 5 - Formyl - 2 - methylhexanoic acid

9 Propanal and propanone are

a) Position isomers

b) Functional group isomers

c) Chain isomers

d) Steroisomers

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

a) Alkyl halides

b) Cyanides

c) Alcohols

d) Aldehydes

11 Acid catalysed electrophilic addition reactionto carbon - carbon double

bondproceeds in two steps. The first step involves the addition of an H + to double
bond. Name the type of intermediate formed in the first step of the following
addition reaction:

𝐻3 𝐶 − 𝐻𝐶 = 𝐶𝐻2 + 𝐻 + →?
a) 2° Carbanion

b) 1° Carbocation

c) 2° Carbocation

d) 1° Carbanion

12 Delocalisation of σ - electrons of C - H bond of an alkyl group directly attached to

an atom of unsaturated system or to an atom with an unshared p - orbital is called

a) Elimination reactions
 b) Substitution reactions

c) Hyperconjugation

d) Rearrangement reactions

13 Which among the following is a nucleophile?

a) ZnCl2

b) NH3

c) FeCl3

d) AlCl3

14 CH3 - MgBr and (C 2 H 5 ) 2 CuLi are ________.

a) electrophiles

b) lewis acids

c) nucleophiles

d) both electrophilesandnucleophiles

15 Which of the following is a property of a carbocation?

a) all of these

b) it is positively charged

c) it is unstable

d) it has a sextet of electrons

Section B

16 How many𝜎 and 𝜋 bonds are present in each of the following molecules?
1. CH3 CH 2 C ≡ N

2. CH3 - CH = CH - CH 2 - C ≡ CH

3. CH2 = C = CH 2

17 Write structural formulae for compounds named as -

1. 1 - Bromoheptane

2. 5 - Bromoheptanoic acid
18 Write IUPAC name of the following:

1.

2.

3.

4.
19 Write the IUPAC nameof the compound from its given structure.

20 Give the IUPAC names of the following compounds:

1.

2.

3.

4.

5.
6. Cl2 CHCH 2 OH

21 Write the IUPAC nameof the compound from its given structure.

22 Which of the following represents the correct IUPAC name for the compounds
concerned?

1. 2, 2 - Dimethylpentane or 2 - Dimethylpentane

2. 2, 4, 7 - Trimethyloctane or 2, 5, 7 - Trimethyloctane

3. 2 - Chloro - 4 - methylpentane or 4 - Chloro - 2 - methylpentane

4. But - 3 - yn - 1 - ol or But - 4 - ol - 1 - yne.

23 An alkane has a molecular mass of 72. Draw all its possible chain isomers and
write their IUPAC names.
24 Write all structural isomers of molecular formula C3 H 6 O
25 Identify the most stable species in the following set of ions giving reasons.

1.

2.
26 How does
1. an electron withdrawing group (EWG) and
2. an electron donating group (EDG) influence the acid strength of carboxylic
end?

27 Explain why the following two structures, I and II cannot be the major
contributors to the real structure of CH3 COOCH 3

28 Which of the two: O2 NCH 2 CH 2 O − or CH 3 CH 2 O − is expected to be more

stable and why?
29 Arrange the following compounds in increasing order of acidity
1. CH3 CH (Br) CH 2 COOH

2. CH3 CH2CH (Br) COOH

3. CH3 CH2C (Br) 2 COOH

4. CH2 BrCH 2 CH 2 COOH

Section C

30 Write the IUPAC nameof the compound from its given structure.

31 Write the IUPAC names of the compounds (i) - (iv) from their structures
1. $\begin{gathered}CH_3-CH_2-\underset{|\\OH}{CH}-CH_2-CH_2-
\underset{|\\CH_3}{CH}-CH_2-CH_3\end{gathered}$
𝑂 𝑂
|| ||
2. 𝐶𝐻3 − 𝐶𝐻2 − 𝐶 − 𝐶𝐻2 − 𝐶 − 𝐶𝐻3
 𝑂
||
3. 𝐶𝐻3 − 𝐶 − 𝐶𝐻2 − 𝐶𝐻2 − 𝐶𝐻2 − 𝐶𝑂𝑂𝐻

4. CH≡ C - CH = CH - CH ≡ CH 2

32 Consider structures I to VII and answer the following questions (i) to (ii).
1. CH3 - CH 2 - CH 2 - CH 2 - OH

2. 𝐶𝐻3 − 𝐶𝐻2 − 𝐶 𝐻 − 𝐶𝐻3

|
𝑂𝐻

𝐶𝐻3
|
3. 𝐶𝐻3 − 𝐶 − 𝐶𝐻3
|
𝑂𝐻

4. 𝐶𝐻3 −𝐶 𝐻 − 𝐶𝐻2 − 𝑂𝐻
|
𝐶𝐻3

5. CH2 - CH 2 - O - CH 2 - CH 3

6. CH$_{$ - O - CH 2 - CH 2 - CH 3

7. 𝐶𝐻3 − 𝑂−𝐶 𝐻 − 𝐶𝐻3

|
𝐶𝐻3

a. Which of the above compounds form pairs of metamers?

b. Identify the pairs of compounds which are functional group

isomers.

c. Identify the pairs of compounds that represent position isomerism.

d. Identify the pairs of compounds that represent chain isomerism.

33 What are electrophiles and nucleophiles? Explain with examples.

34 Explain hyperconjugation effect. How does hyperconjugation effect explain the
stability of alkenes?
35 Arrange the following:

1. in
order ofincreasing stability.
2. 𝐶𝐻3 𝐶𝐻2+ , 𝐶6 𝐻5 𝐶𝐻2+ , (𝐶𝐻3 )3 𝐶 + , 𝐶𝐻2 = 𝐶𝐻𝐶𝐻2+ in order of decreasing
stability.
3. HC = C − , CH 2 = CH − , CH 3 CH2− , CH3− , (CH 3 ) 2 CH − , C 6 H 5 CH2− in order
of increasing stability.
36 Draw the resonance structures for the following compounds. Show the electron
shift using curved arrow notation.

1. C6 H 5 OH

2. C6 H 5 NO 2

3. CH3 CH=CHCHO

37 Giving justification, categorise the following molecules/ions as nucleophile or

electrophile:

HS − , BF 3 , C 2 H 5 O − , (CH 3 ) 3 N:,

Section D

38 Explain the terms inductive and electromeric effects. Which electron displacement
effect explain the following correct orders of acidity of the carboxylic acids?

1. Cl3 CCOOH > Cl 2 CHOOH > ClCH 2 COOH

2. CH3 CH 2 COOH > (CH 3 ) 2 CHOOH > (CH 3 ) 3 C.COOH

39 Draw the resonance structures for the following compounds. Show the electron
shift using curved - arrow notation.

1. C6 H 5 OH

2. C6 H 5 NO 2

3. CH3 CH=CHCHO

4. C6 H 5 –CHO

5.

6.