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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- The reaction of methylpropene with HBr in ether gives one of the two products below as the major product. Br HBr Br ether Product A Product B Product would have a higher energy transition state for the formation of the intermediate leading to it. O A O B O Both products would have the same transition state.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 expansionAll 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* OEI
- 2) Write the major products A- P for each of the following reactions. HBr A в CH3CH,0'K* CH3CH,OH t-BuO'K а) Br t-BUOH Br,/ H20 D CWhich 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*Determine the reagents required for the following syntheses. More than one reaction is likely required. a) b) c) d) OH OH olm NH₂ MeO NHMe Me. Me OH OH
- 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 RC9Identify the reagents needed for the given reaction. -c-CH3 || Ĉ-CH3 || ċ-CH2B1 Select one: HBr О НBr O Br2, H20 O Br2, hv O Br2, OH7. Propose a mechanism for the following transformation. H* `NH2