Is the following alcohol likely to undergo rearrangement after a loss of leaving group? OH No O Yes, via a hydride shift O Yes, via a methyl shift O Yes, via a ring expansion
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- 3A Complete the reactions below. H₂SO4/H₂O HgSO4 A NaBH4 EtOH B лH₂SO4 CAll rearrangements we have discussed so far have involved generation of an electron-deficient carbon followed by a 1,2-shift of an atom or a group of atoms from an adjacent atom to the electron-deficient carbon. Rearrangements by a 1,2-shift can also occur following the generation of an electron-deficient oxygen. Propose a mechanism for the acid-catalyzed rearrangement of cumene hydroperoxide to phenol and acetone.Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.
- 13). What is the major product of the following two reactions? H₂ H3C H3C NH (A) H3C ОН H3C NH₂ OH-, then H2O (D) H3C H₂ (В) CH3 ? H3C H3C (E) ОН NH (C) CH3 -CH₂O O O Which reaction sequence would accomplish this transformation? LIAIH DIBAL-H ΕΙΟ CH₂OH, H3O LIAIH LIAIH CH₂OH, H₂O* H₂O* PCC 4 H₂O*° H₂O* OEIWhich of these is the best set of reagents to carry out this transformation? H₂C- NaCN, H+ H2NOH ONH2NH2 HNO3 H₂C OH H
- Which of the following reaction condition will carry out the following transformation? он OCH3 осн а-1-LIAH4 2- H3O* d- 1- NaH 2- H30* b- 1- CH3MgBr с- 1-NaBHз 2- H30* 2- H3O*4. Propose a mechanism for the following reactions. Explain why different products are formed with different reaction conditions. 1. HCI/H₂O OH Y 2. iPrOK/H₂O 1. HCI/H₂O 2. NaOH/H₂OWhat is the best choice of reagent(s) to perform the following transformation? ОН O H20, H2S04 O Hg(OAc)2 and H2O; followed by NABH4 O BH3; followed by H2O2, NaOH O Os04; followed by NaHS03
- CHEM 120 Part III: Multi-step synthesis Recitation Provide reagents needed for the following transformations. More than one step is required for each reaction. 1 Provide missing reagents 2 Provide missing reagents 3 OH Provide missing reagents OH -Br RC97. Propose a mechanism for the following transformation. H* `NH2OH OH ∞∞ BF3 Et₂O This reaction takes place via a pinacol rerrangement. Please, draw curved arrows to show the movement of electrons in this SPECIFIC step of the reaction mechanism. +BF3 HO: :OH OH (BF3OH)