(SYN) For each of these compounds, draw an alkyl halide that can be used to produce it in an SN1 reaction. Then, determine whether the alkyl halide would need to (a) ОН (b) be treated with water or methanol and draw the OCH3 corresponding mechanism.
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- I. Of the following reactions, answer what is requested:a) Analyze the type of alkyl halide and determine if the nucleophile is strong or weak and also if it has a basic character.b) According to the previous paragraph, determine if there is competition between the substitution and elimination reactions.c) Describe the mechanism of each of the product (s) that are formedd) Of the product (s) that are formed, indicate which one comes from the substitution reaction and which one from eliminatione) If two or more products are formed, indicate which would be the majority and explain why.(A) Which is an alkyl iodide that will give SN1 and E1 product? (B) Which is most likely to give rearrangement product in SN1?The reaction shown here is called the pinacol rearrangement. A carbocation rearrangement is believed to be involved. (a) Propose a reasonable mechanism for this reaction. (b) Suggest why the carbocation rearrangement is favorable. HO ОН
- The mechanism for this reaction is the reverse of the one in Eg. 18-13. H;CO OCH3 H20 (excess) + 2 CH3OH An acetal (18-14) 1. Because acetal formation takes place under equilibrium conditions, the reaction shifted via Le principle. 10 Draw the complete, detailed mechanism for the reaction above.Draw the complete, detailed mechanism (including curved arrows) for each of the following reactions occurring via (a) an E2 mechanism and (b) an E1 mechanism. If more than one possible product can be produced from the same type of mechanism, draw the complete mechanism that leads to each one. Pay attention to stereochemistry. (i) (ii) Br NaOH NaOH ? (iii) (iv) CI KOC(CH3)3 NaOCH3 H3C CH3 (v) CH3 (vi) CI CI КОН КОН ? 'CH3 "CH3Identify compounds G,H,E in the following reaction sequences.
- Shown below is a two-step mechanism beginning with nucleophilic attack of water, and subsequent deprotonation with a base. Draw the arrows for the mechanism for both step 1 and step 2 and draw the intermediate product of in the box. + H-O OH + H₂OThe reaction shown below produces one alcohol as the major product. Draw that product and show a complete mechanism for its formation using the curved arrow notation. Hint: consider the stability of the carbocation intermediate. H3C CH3 H₂O; trace H₂SO4Draw the complete, detailed mechanism for each of the following reactions, including the major organic product. (a) conc HCI (b) (c) conc H2SO4 conc HBr ?
- Metal oxo reagents (like OsO4) are well-known to give syn dihydroxylation in their products (I). This is in contrast to use of a peroxy acid reagent (like mCPBA), which when added with strong acid in the 2nd step, gives anti looking dihydroxylation products (II). Draw a detailed, electron-pushing mechanism that shows the formation of the anti looking products using the AE then SN2 mechanistic pathway. ОН I H3C || H3C CH3 CH3 OSO4 НОН H3C 1. MCPBA 2. H30® HC ОН ОН ОН ОН CH3 CH3 H3C H3C ОН ОН ОН CH3 CH3Predict the product for the reaction between m-ethylbenzoyl chloride (see Problem 20.35) and each of the following. Draw the complete, detailed mechanism for each reaction. If no reaction is expected to occur, write “no reaction." (a) (CH3CH2)2CuLi; (b) LİAIH(O-t-Bu)3, – 78 °C; (c) NaBH4, EtOH; (d) C6H5MgBr (excess), then H*(SYN) For each of the following alkenes, provide an alkyl halide that can be used to synthesize it exclusively via an E2 reaction. Pay attention to stereochemistry. (a) (b) (c) (d) (e)