(a) Interpretation: The product formed by the reaction of Lewis acid ( CH 3 CH 2 ) 3 C + with the given Lewis base is to be drawn. Concept introduction: Lewis acid accepts an electron pair. It acts as an electrophile as it is electron deficient. Lewis base donates an electron pair. It acts as a nucleophile as it is electron loving.
(a) Interpretation: The product formed by the reaction of Lewis acid ( CH 3 CH 2 ) 3 C + with the given Lewis base is to be drawn. Concept introduction: Lewis acid accepts an electron pair. It acts as an electrophile as it is electron deficient. Lewis base donates an electron pair. It acts as a nucleophile as it is electron loving.
Solution Summary: The author explains that Lewis acid accepts an electron pair. It acts as an electrophile as it is electron deficient.
Interpretation: The product formed by the reaction of Lewis acid (CH3CH2)3C+ with the given Lewis base is to be drawn.
Concept introduction: Lewis acid accepts an electron pair. It acts as an electrophile as it is electron deficient. Lewis base donates an electron pair. It acts as a nucleophile as it is electron loving.
Expert Solution
Answer to Problem 2.67P
The product formed by the reaction of (CH3CH2)3C+ with H2O is (CH3CH2)3CO+H2.
Explanation of Solution
In the given reaction, Lewis base H2O reacts with Lewis acid (CH3CH2)3C+ . Electron pair present on the oxygen atom of Lewis base is donated to the carbon of Lewis acid. The product formed is shown below.
Figure 1
Conclusion
The product formed by the reaction of (CH3CH2)3C+ with H2O is (CH3CH2)3CO+H2.
Interpretation Introduction
(b)
Interpretation: The product formed by the reaction of Lewis acid (CH3CH2)3C+ with the given Lewis base is to be drawn.
Concept introduction: Lewis acid accepts an electron pair. It acts as an electrophile as it is electron deficient. Lewis base donates an electron pair. It acts as a nucleophile as it is electron loving.
Expert Solution
Answer to Problem 2.67P
The product formed by the reaction of (CH3CH2)3C+ with CH3O¨¨ H is (CH3CH2)3CO+HCH3.
Explanation of Solution
In the given reaction, Lewis base CH3O¨¨ H reacts with Lewis acid (CH3CH2)3C+ . Electron pair present on the oxygen atom of Lewis base is donated to the carbon of Lewis acid. The product formed is shown below.
Figure 2
Conclusion
The product formed by the reaction of (CH3CH2)3C+ with CH3O¨¨ H is (CH3CH2)3CO+HCH3.
Interpretation Introduction
(c)
Interpretation: The product formed by the reaction of Lewis acid (CH3CH2)3C+ with the given Lewis base is to be drawn.
Concept introduction: Lewis acid accepts an electron pair. It acts as an electrophile as it is electron deficient. Lewis base donates an electron pair. It acts as a nucleophile as it is electron loving.
Expert Solution
Answer to Problem 2.67P
The product formed by the reaction of (CH3CH2)3C+ with CH3O¨¨CH3 is (CH3CH2)3CO+(CH3)2.
Explanation of Solution
In the given reaction, Lewis base CH3O¨¨CH3 reacts with Lewis acid (CH3CH2)3C+ .Electron pairs present on the oxygen atom of Lewis base is donated to the carbon of Lewis acid. The product formed is shown below.
Figure 3
Conclusion
The product formed by the reaction of (CH3CH2)3C+ with CH3O¨¨CH3 is (CH3CH2)3CO+(CH3)2.
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Q2: Ranking Acidity
a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly
explain the ranking. Use Table 2.2 as reference.
Ha
Нь
HC
H-N
Ha
OHe
b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is
more acidic? Explain. (Hint: use resonance structures to help)
Name the functional groups on atenolol.
H
H-N
atenolol
Ν
H-N
OH Н
Answer d, e, and f
If the rotational constant of a molecule is B = 120 cm-1, it can be stated that the transition from 2←1:a) gives rise to a line at 120 cm-1b) is a forbidden transitionc) gives rise to a line at 240 cm-1d) gives rise to a line at 480 cm-1
Chapter 2 Solutions
Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
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