Problem

Give the mechanistic symbols (SN1, SN2, El, E2) that are most consistent with each of the...

Give the mechanistic symbols (SN1, SN2, El, E2) that are most consistent with each of the following statements:

(a) Methyl halides react with sodium ethoxide in ethanol only by this mechanism.


(b) Unhindered primary halides react with sodium ethoxide in ethanol mainly by this mechanism.


(c) When cyclohexyl bromide is treated with sodium ethoxide in ethanol, the major product is formed by this mechanism.


(d) The substitution product obtained by solvolysis of tert- butyl bromide in ethanol arises by this mechanism.


(e) In ethanol that contains sodium ethoxide. tert-butyl bromide reacts mainly by this mechanism.


(f) These reaction mechanisms represent concerted processes.


(g) Reactions proceeding by these mechanisms are stereospecific.


(h) These reaction mechanisms involve carbocation intermediates.


(i)  These reaction mechanisms are the ones most likely to have been involved when the products are found to have a different carbon skeleton from the substrate.


(j)  Alkyl iodides react faster than alkyl bromides in reactions that proceed by these mechanisms.

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