Chapter 18: 18-18-7P a (page 575)
Predict the products of the following reactions:
a)
Short Answer
a) The product of the reaction is,
Chapter 18: 18-18-7P a (page 575)
Predict the products of the following reactions:
a)
a) The product of the reaction is,
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The Zeisel method is an old analytical procedure for determining the number of methoxyl groups in a compound. A weighed amount of the compound is heated with concentrated HI, ether cleavage occurs, and the iodomethane product is distilled off and passed into an alcohol solution of , where it reacts to form a precipitate of silver iodide. The AgI is then collected and weighed, and the percentage of methoxyl groups in the sample is thereby determined. For example, 1.06 g of vanillin, the material responsible for the characteristic odour of vanilla, yields 1.60 g of AgI. If vanillin has a molecular weight of 152, how many methoxyl groups does it contain?
When 2-methyl-2,5-pentanediol is treated with sulfuric acid, dehydration occurs and 2,2 dimethyltetrahydrofuran is formed. Suggest amechanism for this reaction. Which of the two oxygen atoms is mostlikely to be eliminated, and why?
How would you synthesize anethole (Problem 18-54) from phenol?
Methyl aryl ethers, such as anisole, are cleaved to iodomethane and aphenoxide ion by treatment with LiI in hot DMF. Propose a mechanismfor this reaction.
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