ORGANIC CHEMISTRY WORKBOOK # 4

Identify the site of electrophilic attack at benzene ring

1. O   2. O 3. O
O
NH O

O O O
4. O 5. NH
6. NH
H 3C CH3 H3 C CH3

7. 8. O
9.

O O
N O

CH3
10. 11. CH3
12. CH3

O CH3

CH3
H3C CH3 H 3C CH3

13. 14. CH3

15. H C CH3 CH3
O– CH3
3 CH3
N+ CH3
O

CH3 O
O
CH3

16. 17.
18.
 O CH3 O
H3 C
19. 20. 21. O

H3 C CH3

22. 23. CH3 24. CH3

H3C CH3

O
O O
HN
O
CH3 O
CH3

25. CH3 26. 27. CH2 NH

–
O

28. CH2 O 29. O O

S
NH

30. O 31. O

NH O

CH3 CH3
CH3
CH3 CH3
O CH3
32. O 33. CH3
CH3
NH

H2 N

H3C NH CH3
34. CH3
H3C
CH3
ORGANIC CHEMISTRY WORKBOOK # 4
Identify the site of electrophilic attack at benzene ring
1. O 2. O 3. O
O
NH O

4. O 5. O 6. O
O NH NH
H 3C CH3 H3 C CH3

7. 8. O 9.

O O
N O

10. CH3 11. CH3 12. CH3

CH3
O CH3
H3 C CH3 H3 C CH3

13. O
–
CH3
14. CH3 15. CH3 CH3
H3 C CH3
+
N CH3
O

CH3
O
O
Note : Major attack
CH3
represents b arrow ( )

16. 17. 18.

19. O 20. H3 C CH3 21. O
O

H3 C CH3

22. 23. CH3 24. CH3

H3 C CH3

O O O
HN
O
CH3 O
CH3

25. CH3 26. 27. CH2 NH

- N
O

28. CH2 O 29. O O 30. O

S
NH
NH

CH3

CH3

31. O 32. O 33. O CH3

CH3
O NH
CH3
CH3 H2 N

CH3
CH3 O

34. H3 C NH CH3
CH3
H3 C
CH3