Chapter 16: Q91P (page 798)
When a cyclic ketone reacts with diazomethane, the next larger cyclic ketone is formed. This is called a ring-expansion reaction. Draw a mechanism for the following ring-expansion reaction.
Chapter 16: Q91P (page 798)
When a cyclic ketone reacts with diazomethane, the next larger cyclic ketone is formed. This is called a ring-expansion reaction. Draw a mechanism for the following ring-expansion reaction.
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Get started for freeWhat product is formed when 3-methyl-2-cyclohexenone reacts with each of the following reagents?
a.CH3MGBrfollowed by H3O+b. (CH3CH2)2followed by H30+
c. HBr d. CH3CH2SH
The pKa of protonated acetone is about -7.5, and the pKa of protonated hydroxylamine is 6.0.
a. In a reaction with hydroxylamine at pH 4.5 (Figure 16.2), what fraction of acetone is present in its acidic, protonated form? (Hint: See Section 2.10.)
b. In a reaction with hydroxylamine at pH 1.5, what fraction of acetone is present in its acidic, protonated form?
c. In a reaction with acetone at pH 1.5 (Figure 16.2), what fraction of hydroxylamine is present in its reactive basic form?
What are the products of the following reactions?
a.
b.
c.
d.
e.
f.
g.
h.
Name the following:
a.
b.
c.
A ketone can be prepared from the reaction of a nitrile with a Grignard reagent. Describe the intermediate formed in this reaction, and show how it can be converted to a ketone.
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