Chapter 11: 38E (page 350)
Propose a mechanism for the following reaction, an important step in the laboratory synthesis of proteins:
Chapter 11: 38E (page 350)
Propose a mechanism for the following reaction, an important step in the laboratory synthesis of proteins:
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Get started for freeMethyl esters () undergo a cleavage reaction to yield carboxylate ions plus iodomethane on heating with LiI in dimethylformamide:
The following evidence has been obtained: (1) The reaction occurs much faster in DMF than in ethanol. (2) The corresponding ethyl ester () cleaves approximately 10 times more slowly than the methyl ester. Propose a mechanism for the reaction. What other kinds of experimental evidence could you gather to support your hypothesis?
Reaction of the following S to sylate with cyanide ion yields a nitrileproduct that also has S stereochemistry. Explain.
Question: Order each of the following sets of compounds with respect to reactivity:
Question: Predict the product and give the stereochemistry resulting from reaction of each of the following nucleophiles with (R)-2-bromooctane:
(c)
When primary alcohol is treated with p-toluenesulfonyl chloride at room temperature in the presence of an organic base such as pyridine, a tosylate is formed. When the same reaction is carried out at a higher temperature, an alkyl chloride is often formed. Explain.
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