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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- Fall '06
- GANEM, B
- Mole, ketone, Aldehyde, Text Problems Chapter, CH CH CH2CH2CH3, Additional pro blems