Chapter 8: Alkenes and Alkynes II: Addition Reactions

Practice Problems

8.1

8.2

8.3

8.4

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8.6

8.7

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8.8

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8.9

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8.10

8.11

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8.12

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8.13

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8.14

8.15

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8.16

8.17

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8.18

8.19

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Review Problems

8.21

8.22

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8.23

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8.24

8.25

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8.26

8.27

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8.28

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8.29

8.30

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8.31

8.32

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8.33

8.34

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8.35

8.36

8.37

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8.38

8.39

8.40

8.41

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8.42

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8.43

8.44

8.45

8.46

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8.47

8.48

8.49

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8.50

8.51

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8.52

8.53

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<H1> ADDITIONAL OBJECTIVE QUESTIONS

<H2> Single Correct Choice Type

1. (c) It is Markovnikov addition.

2. (a) In Ozonolysis, replace C=C with C=O.

3. (a) Markovnikov addition of OH followed by tautomerism, Kucherov reaction.

4. (a) TCP will be as per stability of carbocation intermediate while the TCP will be as per the most stable
alkene product.

5. (d) Tollen’s test.

6. (b) The left side alkyne would be reduced to cis alkene, thus the product is optically inactive.

7. (b) It will be anti-addition of I (electrophile) and Cl (nucleophile).

8. (b) Addition of Cl+ in first step and OH- in second step.

9. (d) Order of rate of reaction is as per stability of carbocation intermediate.

10. (a) Markovnikov addition of OH followed by Tautomerism.

11. (c) In Ozonolysis, replace C=C with C=O.

12. (b) Birch reaction gives trans alkene.

13. (a) Markovnikov addition of Cl- and NO+.

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15. (c) First would give addition of OH groups (Baeyer’s reagent) while the second reaction would
involve oxidation.

16. (a) In Ozonolysis, replace C=C with C=O.

17. (d) Only alkene or alkyne would form ozonide upon ozonolysis.

18. (c) Lindlar’s catalyst would reduce the alkyne to cis alkene and thus would result in generation of a
chiral carbon.

19. (c) Ehtylene is CH2=CH2 which result in an addition reaction with Baeyer’s reagent (Cold KMnO4 in
basic medium).

20. (c) The Br2 addition would be anti and would result in an optically active product with two
enantiomeric forms.

21. (d) A more stable carbocation should form in single step for hydrogen shift in rearrangement.

22. (c) In c, dehydration could be with proton from the right or left side of OH group.

23. (b) All are markovnikov addition with OH, OCH3 and OD respectively as nucleophiles.

24. (c) Alkene would result in decolorisation.

25. (d) All are Markovnikov addition of HBr.

<H2> Integer Type

1. (8) The six sp C atoms and the two sp3 C atoms at either end attached to sp C, would be collinear.

2. (1)

<H2> Matrix Match Type

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1.

In option (a): H2/Pd-BaSO4 (Lindlar’s catalyst) gives cis alkene with alkyne while Na/Liq.NH3 (Birch
reduction) gives trans alkene with alkyne.

In option (b): The terminal alkyne will give tollen’s test and also release H2 gas with active metal Na.

In option (c): The terminal alkyne will give tollen’s test and also release H2 gas with active metal Na.

In option (d): H2/Pd-BaSO4 (Lindlar’s catalyst) gives cis alkene with alkyne while Na/Liq.NH3 (Birch
reduction) gives trans alkene with alkyne.

2.

Br2/CCl4 would result in anti-addition of the two Br atoms to the alkene.

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