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Unformatted text preview: difference. 4. Oxidation of 4-hydroxybutanal with PCC does not produce the expected dialdehyde. Instead a cyclic compound called a lactone is formed. Explain this result. HO H O O O PCC CH 2 C l2 N H CrO 3 Cl PCC = 5. Alcohols react with ketones in the presence of an acid catalyst to form acetals. In a similar manner thiols also react with ketones to form thioacetals. This reaction is best catalyzed by Lewis acids, such as BF 3 or ZnCl 2 . Suggest a plausible mechanism for the BF 3-catalyzed reaction of CH 3 SH with butanal to form the corresponding thioacetal. H O H CH 3 S SCH 3 BF 3 Ether + 2 CH 3 SH + H 2 O...
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This note was uploaded on 04/22/2009 for the course CHEM 3570 taught by Professor Ganem, b during the Fall '06 term at Cornell University (Engineering School).
- Fall '06
- GANEM, B