CHM 2211C Lesson 16: Reactions of Benzene KE~
1. For each of the following reactions, place the structure of the major organic product in the box
provided. Each numbered set of reagents above or below the arrow represents a completely, separate
reaction, for these multistep reactions, place only the structure of the final product in the box.
a)
B
Br, . gW i
hv
b)
KMnO, ,~O™
A
c)
1) CH,CL; AICL o [« 1Y
=S .
2) Bry; hv - —
)
d)
e 2) NaCN; DMSO °
3) H,0; H,S0,; A
P eN
N oo ~
o
e)
2) KMnOy; A
(o
, (0]
1)
A, @/\/J\
2) Zn(Hg); HC1
A reduvae
e \dewnydes/
e ‘rones
g)
13
1) HNO;; H,SO, ' ~
b e i R
2) Sp; HCl ~Naew
3) (CH,),CHCOCI (G
Zr I Pro ronate | de proronere
h) reduce
reduce
1) Sn; HCI
2) NaOH
ProYonoxe
de Prodornate
1) CH;3Br; FeBrs
2) KMnOy; A
3) CH;0H; H,SO,; A
Q\'\s
@/ CoO2 1
D estrem Yoo rion
1) CH;Br; FeBr;
2) Bry; hv
3) NaOCH;; HOCH,4
SV
s\ —
1. For each of the following reactions, place the structure of the major organic product in the box
provided. Each numbered set of reagents above or below the arrow represents a completely, separate
reaction, for these multistep reactions, place only the structure of the final product in the box.
a)
B
Br, . gW i
hv
b)
KMnO, ,~O™
A
c)
1) CH,CL; AICL o [« 1Y
=S .
2) Bry; hv - —
)
d)
e 2) NaCN; DMSO °
3) H,0; H,S0,; A
P eN
N oo ~
o
e)
2) KMnOy; A
(o
, (0]
1)
A, @/\/J\
2) Zn(Hg); HC1
A reduvae
e \dewnydes/
e ‘rones
g)
13
1) HNO;; H,SO, ' ~
b e i R
2) Sp; HCl ~Naew
3) (CH,),CHCOCI (G
Zr I Pro ronate | de proronere
h) reduce
reduce
1) Sn; HCI
2) NaOH
ProYonoxe
de Prodornate
1) CH;3Br; FeBrs
2) KMnOy; A
3) CH;0H; H,SO,; A
Q\'\s
@/ CoO2 1
D estrem Yoo rion
1) CH;Br; FeBr;
2) Bry; hv
3) NaOCH;; HOCH,4
SV
s\ —
