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Chapter 6: Ionic Reactions

Practice Problems

6.1

6.2

6.3

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.4

6.5

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.6

6.7

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
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6.8

6.9

6.10

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.11

6.12

6.13

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.14

6.15

6.16

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.17

6.18

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
Review Problems

6.19

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.20

6.21

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.22

6.23

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.24

6.25

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.26

6.27

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.28

6.29

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.30

6.31

6.32

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.33

6.34

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
6.35

6.36

6.37

<H1> ADDITIONAL OBJECTIVE QUESTIONS

<H2> Single Correct Choice Type

1. (a) The SN1 reaction is faster in option (a) due to more stable carbocation.

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
2. (c) Larger sized anion is better nucleophile due to lesser solvation.
3. (a) In SN1, rate depends upon the alkyl halide concentration only.

4. (a) The order is according to leaving group.


5. (a) The order is according to the stability of carbocation formed in the rds step in SN1.

6. (c) The product would be racemic in SN1.

7. (d) The order is according to leaving group tendency.


8. (a) Electron donating group –OCH3 would increase the rate of SN1 due to stabilization of carbocation in
rds step.

9. (d) Correction!! Both reactions given are same.

10. (b) Rearrangement of carbocation will take place to benzylic position.

11. (a) Order is on the basis of stability of carbocation in the transition state.

12. (c) The solvent must have a balance between the stability of carbocation due to solvation by water
and allowing nucleophile to attack carbocation for racemization.

13. (d) The negative charge is most stabilized due to large size of I.
14. (a) Substitution of good leaving group Br will take place.

15. (d) Aryl halide won’t undergo substitution due to strong C-halogen bond and less stable aryl
carbocation.

16. (a)

17. (d) Rate depends upon all the factors.


18. (c) It is used in elimination reaction of halogens.
19. (d) Reaction has no intermediate and the product is more stable due to replacement of weak C-I
bond wit stronger C-N bond.

20. (d) Due to less solvation of iodide ion.


21. (b) Due to the most stable carbocation.

23. (d) SN2 (Finkelstein Reaction).

24. (a) Fluoride ion high negative charge density.


25. (c) Both would give allylic cyclohexene product.

<H2> Integer Type

1. (1) E2 reaction gives anti elimination.

<H2> Matrix Match Type

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved
1.

Option (a) has secondary benzylic halide which can give all given types of reaction.

Option (b) will not give elimination as no β H.

Option (c) will not give SN2 due to steric hindrance.

Option (d) will give SNAr reaction.

2.

Option (a): It is E2 reaction and the lower Cl atom will be eliminated to yield conjugated diene.

Option (b): It is E2 reaction and the lower Cl atom would be eliminated alongside H atom from C to
which the middle Cl is attached.

Option (c): It is SN2 reaction and the Cl will be substituted with OH.

Option (d): It is SN2 reaction and the Cl will be substituted with OH. The product would have a plane of
symmetry.

Solution Manual for Solomons, Fryhle and Snyder Organic Chemistry For JEE (Main &
Advanced), Copyright©2017 Wiley India Pvt. Ltd. All rights reserved

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