Asked by Erik
Im stuck on this question.
The unusual aspect of functional group replacement of an alcohols hydroxyl group by chlorine by treatment with thionyl chloride is:
A)spontaneous creation of a carboccation and SO2 Cl,the ion pair created by SOCl's mechanism of action.
B)That oxygen, a more electronegetive atom could be replaced by chlorine, which is less electronegetive then oxygen.
C)That SOCl2 can replace the OH of a 3° alcohol
D)That SOCl2 can replace the OH of a 1° alcohol
E) All of the above
The unusual aspect of functional group replacement of an alcohols hydroxyl group by chlorine by treatment with thionyl chloride is:
A)spontaneous creation of a carboccation and SO2 Cl,the ion pair created by SOCl's mechanism of action.
B)That oxygen, a more electronegetive atom could be replaced by chlorine, which is less electronegetive then oxygen.
C)That SOCl2 can replace the OH of a 3° alcohol
D)That SOCl2 can replace the OH of a 1° alcohol
E) All of the above
Answers
Answered by
Dr Russ
I am sure I have answered this already. Thionyl chloride to replace an OH group is an SNi reaction.
http://en.wikipedia.org/wiki/SNi
http://en.wikipedia.org/wiki/SNi
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