The following nucleophilic substitution reaction has been reported in the chemical literature. Using what you know about nucleophilic substitution in simple systems, predict the major product of the reaction. Br O Nal acetone
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- Which of the following nucleophilic substitution reaction will not likely to happen? NH2 + NH2 CH3 SCH3 + CI .CI + CHSCH, H,ö: OH + HI Na* -CN CN + NalLOH NaOH `N' (S) H20 'N' ČI This nucleophilic substitution occurs with rearrangement. Draw curved arrows to show the movement of electrons in the following step of the reaction mechanism. Arrow-pushing Instructions OH :OH N. H.The following nucleophilic substitution reaction has been reported in the chemical literature. Using what you know about nucleophilic substitution in simple systems, predict the major product of the reaction. NE Cl H₂O HO Click and drag to start drawing a structure. 0 D 0
- In nucleophilic acyl substitution what is true? V addition to the carbonyl by a nucleophile is followed by loss of the leaving group. O Tetrahedral intermediate is formed. O loss of the leaving group is followed by rearrangement of the carbocation. O an SN2 reaction occurs. O protonation of the carbonyl is followed immediately by loss of the leaving group. 4>A 144 & 7 8 R T Y1. Predict the product and provide the mechanism for the following reversible nucleophilic addition. NaOH in H₂O 2. Predict the product and provide the mechanism for the following reversible nucleophilic addition. H2SO4 (cat) H EtOH1. Na OEt 2. CH;OH Br Br2 HBr ÓCH a = Proton transfer d = Radical chain addition g = E2 Elimination h = SN1 Nucleophilic substitution i= Sy2 Nucleophilic substitution b = Lewis acid/base e = Electrophilic addition c = Radical chain substitution f=El Elimination Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a -i for your answers. 1. 2.
- 1. (Ph)3C-OH HCI (Ph)3C-CI H20 2. 0-SO3H conc. H-SO4 Electrophilic g = SN1 Nucleophilic d = a = Proton transfer addition substitution h = SN2 Nucleophilic b = Lewis acid/base e = E1 Elimination substitution c = Radical chain substitution f= E2 Elimination Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2. Submit Answer Retry Entire Group 8 more group attempts remainingRank the following carboxylic acid derivatives in decreasing order (most to least) of reactivity towards nucleophilic substitution CI NH2 OCH3 ONa II IV OI> IV> III > || O > IV > || >I O I> II| > || > IV O II > IV > 1> IThe accepted mechanism for a rearrangement reaction is shown below. "Q Ph (1) (ii) Ph Ph HO™ fast Ph Ph HO O™ slow Ph aufae .Ar² LOH HO™ fast Draw a curly arrow mechanism for this transformation. Sketch an energy profile for this reaction, showing approximate relative energies for the reactants, intermediates, transition states, and products. HQ Ph (iii) When DO™ was used as the reagent, the rate of product formation was same as for HO™. Explain why this result shows that the third step is fast and cannot be rate-determining. Ph (iv) Write the predicted rate equation for this mechanism, and show how it was derived. (v) The starting diketone may have two different aryl groups, as shown below. Propose a ¹³℃ labelling experiment that would allow you to distinguish which of the two aryl groups had migrated in this situation. OH AR²0- Ar¹ C C
- What is the organic product formed in the following sequence of reactions? Br (1) Mg/ether, (2) CO₂ HOCH₂/H* (1) DIBAL-H, toluene, -78°C heat (2) H*(aq) (3) H*(aq) II H III IV de "a H H I ?My C mentProblemID=192850292 A&P II Mast o ethyl butanoate ▼ PSY Connect Part A Pears Bb 1574 b Ansv G great H₂C NN Course Home pt My [ chem in career H 12D EXP CONT Predict the major organic product formed when the compound shown below undergoes a reaction with LiAlH4. Interactive 3D display mode CH3 Chen Chen Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Ter * I ο phys G phys N OWhat is the expected major product for the following reaction sequence? OH OH + enantiometr 01 00 0 || OIV OV OsO4 (cat.) NMO 애 OH + enantiomer 11 OH + enantiomer ||| IV مة HO OH