1. Draw the products (if any) that you expect to obtain by treating each of the four compounds below with the following reagents and conditions. НО HO""" 0. HO OH ОН НО HO 0 НО OCH2CH3 OH НО. НО HO 0 H НО НО 0 ОН -ОН OH

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.27P
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1. Draw the products (if any) that you expect to obtain by treating each of the four
compounds below with the following reagents and conditions.
НО
D
НО
HO
0 ОН
ОН
НО
НО
go
OH
Но
HO
НО
O. OCH2CH3
a) Ag(NH3)2 OH in aqueous solution (Tollens reagent)
b) Br2 in water
c) periodic acid (HIO4) in water
d) NaBH4 in water
e) NH3 in water
f) NH3 in water followed by NaBH4 in water
НО
HO.
ОН
ОН
НО
НО
НО.
2. Give the products that each of the following compounds would form after two
repetitions of the Kiliani-Fischer chain elongation.
НО
Н
НО
НО
H
НО
.
-ОН
XwOH
ОН
Transcribed Image Text:1. Draw the products (if any) that you expect to obtain by treating each of the four compounds below with the following reagents and conditions. НО D НО HO 0 ОН ОН НО НО go OH Но HO НО O. OCH2CH3 a) Ag(NH3)2 OH in aqueous solution (Tollens reagent) b) Br2 in water c) periodic acid (HIO4) in water d) NaBH4 in water e) NH3 in water f) NH3 in water followed by NaBH4 in water НО HO. ОН ОН НО НО НО. 2. Give the products that each of the following compounds would form after two repetitions of the Kiliani-Fischer chain elongation. НО Н НО НО H НО . -ОН XwOH ОН
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