Question

o. With methyl, ethyl, or cyclopentyl halides as your organic starting materials and using any needed solvents or earlier parts outline in syntheses of each of the following More than one step may be necessary and you need not repeat steps carried out of this problem. (a) CH (e) CH3SH CHaOCH (b) OMe SH (g) CH3CN (c) CH3OH (k) (d) (h) CN OH 6.25 Listed below are several hypothetical nucleophilic substitution reactions. None is synthetically useful to the p as roduct indicated is not formed at an appreciable rate. In each case provide an explanation for the failure of the reaction take place indicated. (a) HOT OH CH OH (b) (c) OH Br (d) CN Br (e) NHla CH3OCH3 CH3NH CHaOH (f) NH CHOH CH3NH3 H2O 6.26 Your task is to prepare by one of the following reactions. Which reaction would you choose to give the better yield of ne styrene? Explain your answer. Br KOH KOH (2) or EtOH, A EtOH, A Styrene Styrene 6.27 Your prepare isopropyl methyl ether by one of the following reactions. Which reaction would give the better yiel task is to Explain your answer.

6.25 Listed below are several hypothetical nucleophilic substitution reactions. None is synthetically useful because the product indicated is not formed at an appreciable rate. In each case provide an explanation for the failure of the reaction to take place as indicated.

(Problems A, B, D, and E needed)

Answer 1

CH_3 is note a leaving group, so, it can not be displaced H vector is not a leaving group, so, it can not be displaced Alkyl anion is not a leaving group, so, ring can not open reaction centre is sterically hinder O vector CH_3 is not a leaving group, so, it can not be displaced NH_3 is more basic than CH_3 OH, so, methanol can not be in protonated form in the presence of NH3

Answer 2