the question is to choose the best reagent for the reaction to make 2-methyl-2-pentene from 2-chloro-2-methylpentane.
according to Qvault, the correct answer is t-But Na and NaOH is a wrong answer
because t-but is a strong base whereas NaOH is a strong base and a strong nucleophile.
t-but will only undergo E2 whereas NaOH will undergo both E2 and Sn2
but I thought t-butO is very bulky so it will produce Hoffmann product which will be 2-methylpentene not 2-methyl-2-pentene..(according to Chad's video on E2 and E1 reactions)
I thought Sn2 will not occur since this is a tertiary carbon.
am I wrong?
according to Qvault, the correct answer is t-But Na and NaOH is a wrong answer
because t-but is a strong base whereas NaOH is a strong base and a strong nucleophile.
t-but will only undergo E2 whereas NaOH will undergo both E2 and Sn2
but I thought t-butO is very bulky so it will produce Hoffmann product which will be 2-methylpentene not 2-methyl-2-pentene..(according to Chad's video on E2 and E1 reactions)
I thought Sn2 will not occur since this is a tertiary carbon.
am I wrong?
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