Problem: Draw the product(s) of the following reactions.

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We’re being asked to draw the products for the given reactions.


Recall that leaving group conversions of alcohols can be achieved using these reagents:

1) HX: alcohols are converted into alkyl halides. The mechanism for this depends on the type of alcohol involved:

1˚ Alcohols: follow an SN2 mechanism

2˚ and 3˚ Alcohols: follow an SN1 mechanism


2) SOCl2 or PBr3: alcohols are converted into alkyl halides. Both reagents follow an SN2 mechanism, with inversion of configuration.


3) Sulfonyl Chloride: alcohols are converted into sulfonyl esters. This proceeds without the use of SN2 mechanism, which means we expect retention of configuration.


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Draw the product(s) of the following reactions.