Step 2: A hemiacetal formation has a similar mechanism to the hydrate reaction, except 1 equivalent of alcohol is added instead of water. R₁ R₂ R₁ The hemiacetal reaction is also reversible and can also be catalyzed by either acid or base. Hemiacetals are not usually isolated, except in the formation of 5- and 6-membered rings, as often seen in carbohydrate chemistry. Identify the hemiacetal formed from the intramolecular cyclization of the molecule shown. H R3OH ستند OH OH OH OR3 LOR R₂ OH OH CH₂OH NaOH ?

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
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Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
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Problem 78AP: When a primary alcohol is treated with p-toluenesulfonyl chloride at room temperature in the...
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Step 2: A hemiacetal formation has a similar mechanism to the hydrate reaction, except 1 equivalent of alcohol is added instead
of water.
1²
R₂
R₁
LOR3
R₁
R₂
The hemiacetal reaction is also reversible and can also be catalyzed by either acid or base. Hemiacetals are not usually isolated,
except in the formation of 5- and 6-membered rings, as often seen in carbohydrate chemistry.
Identify the hemiacetal formed from the intramolecular cyclization of the molecule shown.
OH
H
OH
R3OH
OH
OH
OH
CH₂OH
NaOH
?
Transcribed Image Text:Step 2: A hemiacetal formation has a similar mechanism to the hydrate reaction, except 1 equivalent of alcohol is added instead of water. 1² R₂ R₁ LOR3 R₁ R₂ The hemiacetal reaction is also reversible and can also be catalyzed by either acid or base. Hemiacetals are not usually isolated, except in the formation of 5- and 6-membered rings, as often seen in carbohydrate chemistry. Identify the hemiacetal formed from the intramolecular cyclization of the molecule shown. OH H OH R3OH OH OH OH CH₂OH NaOH ?
The hemiacetal product is:
HOH2C
НО
НО
HOH2C
НО
HO
ОН
ОН
ОН
ОН
Н
ОН
HOH₂C
НО
эх
ОН
HO
OH
H
ОН
ОН
ОН
H
ОН
`CH2OH
Transcribed Image Text:The hemiacetal product is: HOH2C НО НО HOH2C НО HO ОН ОН ОН ОН Н ОН HOH₂C НО эх ОН HO OH H ОН ОН ОН H ОН `CH2OH
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