Chapter 25: 47 (page 1042)
Why is pyrrole more acidic than pyrrolidine?
Pyrrole is more acidic than pyrrolidine because its conjugate base is more stable than pyrrolidine.
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Which amines cannot be prepared by reduction of an amide?
a.
b.
c.
d.
Question: Which N atom in each compound is more basic? What product is formed when each compound is treated with HCl?
a.
b.
Question: Devise a synthesis of each compound from aniline (C6H5NH2)
a.
b.
Question: Heating compound X with aqueous formaldehyde forms Y ,which has been converted to a mixture of lupinine and epilupinine, alkaloids isolated from lupin, a perennial ornamental plant commonly seen on the roadside in parts of Alaska (Section 25.10). Identify Y and explain how it is formed.
Heating compound X with aqueous formaldehyde forms Y \(\left( {{{\bf{C}}_{{\bf{17}}}}{{\bf{H}}_{{\bf{23}}}}{\bf{NO}}} \right)\),which has been converted to a mixture of lupinine and epilupinine, alkaloids isolated from lupin, a perennial ornamental plant commonly seen on the roadside in parts of Alaska (Section 25.10). Identify Y and explain how it is formed.
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