Chemistry Homework Solutions
Problem
#8538

synthesis of 3-methylbutyl ethanoate

Please help me with part 4 of the attached problem. And please tell me if parts 1-3 are correct (these answers are in the second attachment).

Thanks!

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Attachments
learning group prob 3.doc  View File
Ethanoic acid.doc  View File

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learning group prob 3.doc
Table 3.1 is attached below.
Ethanoic acid.doc
Ethanoic acid (CH3COOH), isoamyl alcohol, sulfuric acid, isoamyl acetate
and water will be in the mixture after the reaction but before adding
NaHCO3. Also include the ionized molecules in the list, for example,
HSO4-, SO42-, H3O+, protonated isoamyl alcohol(add a proton to the
hydroxyl), CH3COO-, etc.?

Acidic molecules (acidity from strong to weak):

H2SO4, protonated isoamyl alcohol (add a proton to the hydroxyl), H3O+,
HSO4-, Ethanoic acid, water, isoamyl alcohol.

From the table, ethanoic acid and stronger acids will react with NaHCO3.
So,

H2SO4 + 2NaHCO3 = Na2SO4 + 2CO2 + 2H2O

CH3COOH + NaHCO3 = CH3COONa + CO2 + H2O

H3O+ + NaHCO3 = Na+ + CO2 + H2O

protonated isoamyl alcohol + NaHCO3 = Na+ + isoamyl alcohol + CO2 + H2O

Show the reaction between HSO4- and NaHCO3?
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