4. For each of the following reactions, draw the arrow-pushing mechanism that leads to the product shown. Use your knowledge of pKa's, nucleophiles, and electrophiles to determine if the reaction shown is likely to happen, and briefly explain your rationale. In the cases where the reaction drawn is not likely, draw the mechanism of the correct reaction. (30 pts) a) + Na + Br NH2 + CH3-1 + |¯ H H Na + Br OH + Br + NH₂ + OH CI + NaBr + + NaBr OH Br + HF + HCI NH
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- Can you please show the product of these three reactions and show the COMPLETE mechanisms that reflect the electrophiles, nucleophiles, proton transfers, and nucleophilic attacks? Be sure to include proper charges where indicated. (3) OH FO OH OH H НО. H₂SO4 acetone H₂SO4 T methanol H₂SO4 PIn the experiment where an Electrophillic aromatic substitution sulfonation reaction is conducted on Indigo to produce the food dye FD&C Blue #2(indigo blue or indigotine). show a mechanism showing a single sulfonation on a molecule of indigo.Propose a mechanism for the conjugate addition of a nucleophile ( Nuc:" ) to acrylonitrile ( CH,=CHCN ). Use resonance forms to show how the cyano group activates the double bond for conjugate addition.
- A chemist in need of 2,2-dimethylpentanoic acid decided to synthesize some by reaction of 2-chloro-2-methylpentane with NaCN, followed by hydrolysis of the product. After the reaction sequence was carried out, however, none of the desired product could be found. What do you suppose went wrong?q, a Proton transfer d = Electrophilic addition g = S 1 Nucleophilic substitution b = N 'N' Lewis acid/base e = E1 Elimination h = S_2 Nucleophilic 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. 12Please give a reasonable mechanism for the following reaction using a multiple component reactions. Please draw it out and write out the steps. PLEASE SHOW WITH ARROWS. 5 PhNH + n-Bu 10 mol% TI (NM)2(doma) + ABU-NC tol 100 °C, 48 h, 77% Bu n-Bu
- h- Syl Nucleophilic substitution i- Sy2 Nucleophilic substitution j- Electrophilic aromatic substitution a - Proton transfer e - Electrophilic addition b- Lewis acid/base f-E1 Elimination c- Radical chain substitution d = Radical chain addition. g- E2 Elimination Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers. HI AICI3 Cl- AICI, OEt Na OEt OEt HOET Na AIBN CN 70° poly(acrylonitrile) (Orlon, Acrilan)Draw the structure(s) of the major organic product(s) obtained after workup of the following reaction. о + сн CH₂-C-Cl CH3 1. in benzene 2. aqueous HCI You do not have to consider stereochemistry. • . If no reaction occurs, draw the organic starting material. • • • Include the amine from which the enamine was derived. Include counter-ions, e.g., Na+, I, in your submission, but draw them in their own separate sketcher. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Θ CH3 CH3 CH3 ? ChemDoodle" removeHow to attempt this problem?
- Treatment of acetylene with a suitable base affords lithium acetylide, which was used as a reagent in a partial synthesis of the antitumor natural product (+)-acutiphycin. (Org. Lett. 2014, 16, 1168-1171) Possible bases to consider H-C=C-H Acetylene Step 1 Li :Base T H-O: Li Lithium hydroxide (LiOH) three steps Lithium acetylide Draw the structure of lithium acetylide. Draw Your Solution di. Η Η Η Η | | | | H-C-C-C-C: II HH HH Butyllithium (BuLi) OR CEC- Li OH CH3 -H CH3 Lithium diisopropyl amide (LDA) OMe H3C H H₂C many steps Li HO OH I (+)-Acutiphycin CH3 CH₂ "OHIn this acid-base reaction, why does the nucleophile attack the CH3 and not a hydrogen from the methyl group instead?Use the reaction given below to answer the following questions. A + р CH3OH 12pt Paragraph B H₂O+ C a) What are the approximate pKas of compounds A and B? b) The reaction given above is irreversible. Give a detailed explanation of the reaction and reaction mechanism. Your explanation should indicate your knowledge of the reactivity of carboxylic acid derivatives. BIU + CH3NH3+ D V 0 words