Williamson Ether Synthesis 1. Complete the following table of reactants and prod
ID: 820948 • Letter: W
Question
Williamson Ether Synthesis
1.
Complete the following table of reactants and products (use the CRC: Handbook of Chemistry and Physics or reputable sites such Sigma Aldrich or Fischer for the physical properties you need):
Reagent
mol
MW
Mass
Density
Vol
(g/mol)
(g)
(g/mL)
(mL)
p-cresol
0.209
l-iodobutane
0.250
tetrabutylammonium bromide
0.034
n/a
n/a
p-butoxytoluene (theoretical)
n/a
n/a
2
.a. Explain the purpose of tetrabutylammonium bromide in this reaction. In your answer, explain where the reaction takes place (organic or aqueous layer).
b. Fill in the missing compounds and ions. After the addition of TBAB, which phase are the three compounds in?
Before addition of TBAB
After addition of TBAB, and before reaction
NaOH
aqueous phase
p-cresol alkoxide
aqueous phase
1-iodobutane
organic phase
3.Draw three resonance structures for the alkoxide produced from the reaction of p-cresol with sodium hydroxide
Reagent
mol
MW
Mass
Density
Vol
(g/mol)
(g)
(g/mL)
(mL)
p-cresol
0.209
l-iodobutane
0.250
tetrabutylammonium bromide
0.034
n/a
n/a
p-butoxytoluene (theoretical)
n/a
n/a
Explanation / Answer
1 Complete the following table of reactants and products (use the CRC: Handbook of Chemistry and Physics or reputable sites such Sigma Aldrich or Fischer for the physical properties you need):
Reagent
mol
MW
Mass
Density
Vol
(g/mol)
(g)
(g/mL)
(mL)
p-cresol
0.0020
108.14
0.2132
1.02
0.209
l-iodobutane
0.0022
184.02
0.405
1.62
0.250
tetrabutylammonium bromide
0.0001
322.368
0.034
n/a
n/a
p-butoxytoluene (theoretical)
164.24
0.3238 (Theoretical weight to be obtain)
n/a
n/a
2)
a. Explain the purpose of tetrabutylammonium bromide in this reaction. In your answer, explain where the reaction takes place (organic or aqueous layer).
Tetrabutylammonium bromide (TBAB) was used as phase transfer catalyst (PTC). The positively charged catalyst cation (Tetrabutylammonium action) in the aqueous phase or aqueous
Reagent
mol
MW
Mass
Density
Vol
(g/mol)
(g)
(g/mL)
(mL)
p-cresol
0.0020
108.14
0.2132
1.02
0.209
l-iodobutane
0.0022
184.02
0.405
1.62
0.250
tetrabutylammonium bromide
0.0001
322.368
0.034
n/a
n/a
p-butoxytoluene (theoretical)
164.24
0.3238 (Theoretical weight to be obtain)
n/a
n/a
Related Questions
drjack9650@gmail.com
Navigate
Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.