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Would NaBh4 work as a reagent for this reaction as well?
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- Following is a synthesis for toremifene, a nonsteroidal estrogen antagonist whose structure is closely related to that of tamoxifen. (a) This synthesis makes use of two blocking groups, the benzyl (Bn) group and the tetrahydropyranyl (THP) group. Draw a structural formula of each group and describe the experimental conditions under which it is attached and removed. (b) Discuss the chemical logic behind the use of each blocking group in this synthesis. (c) Propose a mechanism for the conversion of D to E. (d) Propose a mechanism for the conversion of F to toremifene. (e) Is toremifene chiral? If so, which of the possible stereoisomers are formed in this synthesis?Propose a mechanism for this isomerization.What is the major product generate when p-t-butyl aniline undergoes the following different reactions: a) Nitration b) Bromination c) Friedel-Crafts acylation using isopentanoylchloride in AlCl3 I appreciate the help
- Treatment of benzene with sucdnic anhydride in the presence ofpolyphosphoric acid gives the foftlowing γ-ketoacid. Propose a mechanism for this reaction.Compelling evidence for the existence of a tetrahedral intermediate innucleophilic acyl substitution was obtained in a series of elegantexperiments carried out by Myron Bender in 1951. The key experimentwas the reaction of aqueous −OH with ethyl benzoate (C6H5COOCH2CH3)labeled at the carbonyl oxygen with 18O. Bender did not allow thehydrolysis to go to completion, and then examined the presence of alabel in the recovered starting material. He found that some of therecovered ethyl benzoate no longer contained a label at the carbonyloxygen. With reference to the accepted mechanism of nucleophilic acyl substitution, explain how this provides evidence for a tetrahedralintermediate.In the presence of a trace of acid, d@hydroxyvaleric acid forms a cyclic ester (lactone).HO¬CH2CH2CH2CH2¬COOHd@hydroxyvaleric acid(a) Give the structure of the lactone, called d@valerolactone.(b) Propose a mechanism for the formation of d@valerolactone.