dat destroyer ochem question 100

[omgdats]

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i have a question...
2-butanol reacts with SOCl2 which gives 2-chlorobutane.
2-chlorobutane reacts with (CH3)3CO-K+ and gives 1-butene. why is it not 2 butene? it goes through E2?

thanks

 

[UCB05]

i have a question...
2-butanol reacts with SOCl2 which gives 2-chlorobutane.
2-chlorobutane reacts with (CH3)3CO-K+ and gives 1-butene. why is it not 2 butene? it goes through E2?

thanks

(ch3)3CO- is a strong bulky base. The reaction will go by E2, and the base will abstract the proton from the less-stubstituted C1 rather than C3

 

[omgdats]

oh ok..thanks!