Chapter 54, Problem 2Q

Enamines can serve as enolate surrogates in reactions at the a-carbon. In the reaction sequence, the structures of the enamine addition product – the initial iminium and its neutral tautomer – are shown. Draw the structures of the enamine and alkyl bromide reactants that would combine to form these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. iminium intermediate neutral intermediate tautomerization N. Reactants H20 hydrolysis product Draw the enamine and alkyl bromide reactants. Draw the hydrolysis product. ZI

Give step-by-step mechanism for the following reaction

you wish to produce n-butyl methyl ether from n-butyl bromide and sodium methoxide.  What type of mechanism is used for this reaction? Give details using arrow electron notation.

single reaction sequence: a certain ketone undergoes alkylation to give new ketone, when reacted with a base and then an alkylating agent, 1-bromopropane. What is the structure of the final ketone product?

Provide mechanisms for the two reactions.

Draw the major organic product for the reaction of this compound with PBr3. What type of mechanism is involved in this transformation?

Trimethyl Phosphite reacts with bromomethane to afford the product shown below via a two-step mechanism. Draw a detailed mechanism for this reaction using arrows to show electron flow (both mechanistic steps are SN2 reactions).

Please provide the mechanism and reagents for this reaction

Explain the mechanism of the reaction oxidizing from cyclohexanol to cyclohexanone. Explain detailed.