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WMal other alkenes do you think are formed in this reaction? The ratio of elimin

ID: 499928 • Letter: W

Question

WMal other alkenes do you think are formed in this reaction? The ratio of elimination to substitution is exactly the same elimination) for 2- in 80% ethanol/20% water at 25°C. (a) By what mechanism does substitution Tomo. these conditions? most likely occur in these compounds under (b By what mechanism does elimination most likely occur in these compounds under these conditions? (d) Which one of the two alkyl halides undergoes substitution faster? (e) which one of the two alkyl halides undergoes elimination faster? What two substitution product are formed from each? (f) what two elimination products are formed from each? (g) Why do you suppose the ratio of elimination to substitution i alkyl halides? show 7.57 The the same for the two undergoes predominant p-tolu elimination on reaction in its most stable conformation, with NaN aaide.

Explanation / Answer

(a) As the ratio of elimination to substitution is same, this means that leaving group has no effect on the rate of the reaction . Also, substitution product is the major product. So, the substitution occurs via SN2 mechanism.

(b) E2 is the elimination mechanism

(c) & (d) Substitution and elimination rates are same

(e) two substitution product formed 2-hydroxy 2-methyl butane and 2-ethoxy 2-methyl butane

(f) two elimination products are ; 2-methyl but-1-en and 2-methyl but-2-en

(g) The effect of leaving group on SN2 reaction is much less compared to SN1 as in the slow step of the SN1 reaction , the leaving group leaves to form a carbocation. This is the reason for same ratio.