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Predict the product of the reaction of the following substance with:
- NaBH4; then H3O
- LiAlH4; then H3O
- CH3CH2MgBr; then H3O
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Solved in 4 steps with 4 images
- Choose the required reagents necessary to prepare the following compound in the presence of catalytic aqueous acid. NH MeNH, CH3CaO D B A STRUCTURE A STRUCTURE B STRUCTURE C O STRUCTURE D C 20 ptsFollowing 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?As far back as the 16th century, South American Incas chewed the leaves of the coca bush, Erythroxylon coca, to combat fatigue. Chemical studies of Erythroxylon coca by Friedrich Wöhler in 1862 resulted in the discovery of cocaine, C17H21NO4, as the active component. Basic hydrolysis of cocaine leads to methanol, benzoic acid, and another compound called ecgonine, C9H15NO3. Oxidation of ecgonine with CrO3 yields a keto acid that readily loses CO2 on heating, giving tropinone. (a) What is a likely structure for the keto acid? (b) What is a likely structure for ecgonine, neglecting stereochemistry? (c) What is a likely structure for cocaine, neglecting stereochemistry?
- What products are formed when the following molecule reacts with catalytic H2SO4, H2O, and heat? Please show the mechanism for the reaction.Which of the following will be the dominant product of the dehydration reaction shown? H;PO, H2O. A но (A) (B) (C) (D) Compound B Compound C OCompoundD OCompound A nintc)What is the result of treating the following epoxide with acidic solution of H3O+
