Use the data in Appendix D to predict whether the following reactions can occur under standard-state condnions. (a) Oxidation of Sn 2+ (aq) by Br 2 ( a q ) (b) Reduction of Ni 2+ (aq) by Sn 2+ (aq) (c) Oxidation of Ag(s) by Pb 2+ (aq) (d) Reduction of I 2 (s) by H 2 SO 3 (aq)
Use the data in Appendix D to predict whether the following reactions can occur under standard-state condnions. (a) Oxidation of Sn 2+ (aq) by Br 2 ( a q ) (b) Reduction of Ni 2+ (aq) by Sn 2+ (aq) (c) Oxidation of Ag(s) by Pb 2+ (aq) (d) Reduction of I 2 (s) by H 2 SO 3 (aq)
Solution Summary: The author explains that the possibility of oxidation of Sn 2 + (aq) by Br 2 is decided considering the standard electrode potential of the 2 reactions.
Use the data in Appendix D to predict whether the following reactions can occur under standard-state condnions. (a) Oxidation of
Sn
2+
(aq)
by
Br
2
(
a
q
)
(b) Reduction of
Ni
2+
(aq)
by
Sn
2+
(aq)
(c) Oxidation of Ag(s) by
Pb
2+
(aq)
(d) Reduction of
I
2
(s)
by
H
2
SO
3
(aq)
Sodium Borohydride Reduction (continued on the next page):
1. Draw the product of each of the reactions below and give the formula mass to the nearest whole number.
?
(1) NaBH
(2) acid
(1) NaBD4
(2) acid
?
2.
In mass spectra, alcohols typically break as shown in equation 8 in chapter 11 (refer to your lab manual). The larger group is
generally lost and this gives rise to the base peak in the mass spectrum. For the products of each of the reactions in question
# 1, draw the ion corresponding to the base peak for that product and give its mass to charge ratio (m/z).
3. Given the reaction below, calculate how many mg of 1-phenyl-1-butanol that can be produced using 31 mg NaBH4 and an
excess of butyrophenone.
4.
+ NaBH4
OH
(after workup with dilute
HCI)
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Aspirin from Wintergreen:
1. In isolating the salicylic acid, why is it important to press out as much of the water as possible?
Write a step-by-step mechanism for the esterification of salicylic acid with acetic anhydride catalyzed by concentrated H₂SO4.
3. Calculate the exact monoisotopic mass of aspirin showing your work.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Synthesis of Ibuprofen-Part 1:
1.
What characteristic absorption band changes would you expect in the IR spectrum on going from p-isobutylacetophenone to
1-(4-isobutylphenyl)-ethanol and then to 1-(4-isobutylphenyl)-1-choroethane as you did in the experiment today? Give
approximate wavenumbers associated with each functional group change.
Given that the mechanism of the chlorination reaction today involves formation of a benzylic carbocation, explain why the
following rearranged product is not formed.
محرم محمد
3. Why do we use dilute HCl for the first step of the reaction today and concentrated HCI for the second step?
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
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