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- 19.58 For each of the following questions, please provide a route that could reasonably be expected to convert the starting material into the product. In each case, more than one reaction is required, and reactions you have learned in previous chapters may be needed to solve the problem. -8 8 (b) Jos 1-3 (d) NH₂ OEt OEt OEt Eto OH LOH 5- OH H₂N OH "NH₂ OReagents to accomplish the following transformation are: (a) 1. (Sia) BH; H202 HO; 2. NazCr0, H3O" 3. NH, heat; 4. POCI, (c) (Sia) BH; H,O, HO; 2. HCN, KCN (b) (Sia) BH; H,O, HO; 2. NABH CH,OH 3. PBry 4. NACN, DMSO (d) 1. (Sia),BH; H2Og HO: 2. Na,Cr2O7, H3O* 3. NH, heat; 4. LIAIH HO O a Oc19.44 Predict the product of each of the following reactions. (а) (b) (c) Br. Zn/Hg ? OH 1. HS SH H,NNH, ? NaOH, H,0, Д ? HCI 2. Raney Ni HO.
- Compound X, shown below, spontaneously reacts via an intramolecular SN2 to produce intermediate Y, known as an "aziridinium" ion. In the presence of water, intermediate Y reacts further to form product Z. What is the identity of product Z. OH (A) + En Br O (B) aziridinium ion Y OH (C) H₂O + En Z HOWhat is the basicity of H2SO48.b）Provide mechanisms for the following reactions:
- 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?The double bond of an enamine (alkene + amine) is much more nucleophilic than a typical alkene double bond. Assuming that the nitrogen atom in an enamine is sp2hybridized, draw an orbital picture of an enamine, and explain why the double bond is electron-rich.Melamine, used as a fire retardant and a component of the writing surface of white boards, can be prepared from s-trichlorotriazine through a series of SNAr reactions with ammonia. The first substitution takes place rapidly at room temperature. The second substitution takes place near 100 °C, and the third substitution requires even higher temperature and pressure. Provide an explanation fatr this reactivity.
- 5b. Enolates have two resonance structures, and can react on oxygen instead of carbon. Show the product of reaction in the oxygen, and then show how it can be converted to the product with the allyl group on carbon.The reaction of benzene with (CH);CCH;CI in the presence of anhydrous aluminum dilanide produces principally which of these? II II IV 01 ONPredict the major product of the following reaction. (CH3)3C-OOH LOH TI[OCH(CH3)214 (-)-DET Dom -OH 11 OH Io ||| Ø OH IV
