10.57 Draw the constitutional isomer formed in each reaction.
(CH?CH?)?C=CHCH?CH?
HCI
d.
??
b. (CH?CH?)?C=CH?
H?O
H?SO?
CH?
Br?
HO
[1] BH?
[1] 9-BBN
(CH?)?C=CHCH?
L
CH?
(2) H?O?, HO?
[2] H?O?, HO?
g
NBS
DMSO, H?O
10.58 What three alkenes (excluding stereoisomers) can be used to prepare 3-chloro-3-methylhexane by addition of HCI?
10.59 Draw all stereoisomers formed in each reaction.
CH?
Br?
b.
CH?CH?
CH?CH?
Cl?
NBS
C
CH?CH?
C=C
CH?
H?O
C-C
CH?
DMSO, H?O
10.80 Draw the products of each reaction, including stereoisomers.
(CH?)?C
b
CH?
CH?
HO
H?SO?
d.
CH?
(1) BH?
[2] H?O?, HO?
g.
NBS
DMSO, H?O
CH?
HBr
HI
0.
h. CH?CH=CHCH?CH?
HO
H?SO?
CH?
Cl?
H?O