Organic Chemistry

Section 12.2 Amines Do Not Undergo Substitution Reactions 441 GRAIN ALCOHOL AND WOOD ALCOHOL When ethanol is ingested, it acts o ...

442 CHAPTER 12 Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds 3-D Molecules: Thionyl chloride; Pyridin ...

Section 12.4 Converting Alcohols into Sulfonate Esters 443 Table 12.1 Commonly Used Methods for Converting Alcohols into Alkyl H ...

Several sulfonyl chlorides are available to activate OH groups. The most common one is para-toluenesulfonyl chloride. Once the a ...

conversion of the alcohol to the ether via the alkyl tosylate involves only one reaction: attack of on the alkyl tosylate. There ...

In Section 4.5, we saw that an alkene is hydrated (adds water) in the presence of an acid catalyst, thereby forming an alcohol. ...

Dehydration of secondary and tertiary alcohols involves the formation of a carbocation intermediate, so be sure to check the str ...

448 CHAPTER 12 Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds While the dehydration of a tertiary or a ...

Section 12.5 Elimination Reactions of Alcohols: Dehydration 449 groups on opposite sides of the double bond is produced because ...

PROBLEM 10 What alcohol would you treat with phosphorus oxychloride and pyridine to form each of the following alkenes? PROBLEM ...

PROBLEM 11 Propose a mechanism for each of the following reactions: a. b. c. PROBLEM 12 Give the major product formed when each ...

452 CHAPTER 12 Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds When an ether reacts with a sulfonyl chl ...

Section 12.6 Substitution Reactions of Ethers 453 Table 12.2 Some Ethers That Are Used as Solvents CH 3 CH 2 OCH 2 CH 3 CH 3 OCH ...

454 CHAPTER 12 Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds PROBLEM 15 SOLVED Give the major product ...

Section 12.7 Reactions of Epoxides 455 Free energy Progress of the reaction ∆G‡ ∆G‡ 25 kcal/mol ethylene oxide diethyl ether (10 ...

456 CHAPTER 12 Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds The more substituted carbon is more like ...

Section 12.8 Arene Oxides 457 Epoxides are synthetically useful reagents because they can react with a wide variety of nucleophi ...

458 CHAPTER 12 Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds Arene oxides are important intermediates ...

Section 12.8 Arene Oxides 459 Because the first step is rate-determining, the rate of formation of phenol depends on the stabili ...

A segment of DNA 460 CHAPTER 12 Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds Some aromatic hydrocarb ...