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- The Baylis–Hillman reaction is a DABCO (1,4-diazabicyclo[2.2.2]octane) catalyzed reaction of an a,b-unsaturated carbonyl compound with an aldehyde to form an allylic alcohol. Propose a mechanism for the reaction. (Hint: DABCO serves as both a nucleophile and as a base in the reaction.)True or false SN1 substitution reactions involve a carbanion intermediate.Explain mechanism - Acid-Catalyzed Addition of H2O to a Carbonyl Group ?
- When propionaldehyde is warmed with sodium hydroxide, one of the products is2-methylpent-2-enal. Propose a mechanism for this reaction.Predict the product of the following reactions. Part A Part B NaOEt,EtOH, NaOMe,MeOH, heat H30+quenchComplete the following reaction: CH3-CH2-CH2-COOCH3 + NaOH…….> Name this reaction: B. C6H5-CONH2 + HCl ………….> Name this reaction
- The base-promoted rearrangement of an a-haloketone to a carboxylic acid, known as the Favorskii rearrangement, is illustrated by the conversion of 2-chlorocyclohexanone to cyclopentanecarboxylic acid. Jo Han Sow La NaOH, THF O Nat H3O+ OH NaOH, THF The mechanism involves the following 5 steps: -ō cyclopropanone intermediate 1. Abstraction of a proton to form enolate anion 1; 2. Formation of a cyclopropanone intermediate 2 with expulsion of chloride ion; 3. Addition of hydroxide ion to form tetrahedral intermediate 3; 4. Collapse of the tetrahedral intermediate and breakage of the three-membered ring to form carbanion intermediate 4; 5. Proton transfer to form the rearranged carboxylic acid. For the following reaction, draw the reaction out on paper, and then draw the structure of cyclopropanone intermediate 2 in the window. 1. NaOH, THF 2. H3O* OH1.When 2-methyl-1-butanol is dehydrated in an acid medi- um to an alkene, it yelds mainly 2-methyl-2-butene rather than 2-methyl-1-butene. This indicates that the dehydra- tion to an alkene is at least a two-step reaction. Suggest a mechanism to explain the reaction.The Baylis–Hillman reaction is a DABCO (1,4-diazabicyclo[2.2.2]octane) catalyzed reaction of an a,b-unsaturated carbonyl compound with an aldehyde toform an allylic alcohol. Propose a mechanism for the reaction. (Hint: DABCO serves as both a nucleophile and as a base in the reaction.)