Chapter 2: Q. 2.69 (page 89)
Classify each reaction as either a proton transfer reaction, or a reaction of a nucleophile with an electrophile. Use curved arrows to show how the electron pairs move.

Short Answer

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Chapter 2: Q. 2.69 (page 89)
Classify each reaction as either a proton transfer reaction, or a reaction of a nucleophile with an electrophile. Use curved arrows to show how the electron pairs move.


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Which hydrogen in each molecule is most acidic?
a.

b.

c.

Two values are reported for malonic acid, a compound with two COOH groups. Explain why one is lower and one is higher than the of acetic acid

Draw the products of each reaction. Use the table in Appendix A to decide if the equilibrium favors the starting materials or products.
a.
b.
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c.
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What is the conjugate base of each acid?
a.
b.

c.

d.

Acetonitrile has a of 25, making it more acidic than many other compounds having only C-H bonds. Draw Lewis structures for acetonitrile and its conjugate base. Use resonance structures to account for the acidity of acetonitrile.
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