Alcohol rxns

[virtualmaster999]

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Hi everyone!

I just want to double check on the alcohol rxns with halides to make sure I'm understanding on what carbons the reaction will form:

-HBr, HCl, and HI work on all carbons
-SOCl2 only with primary/secondary
-PBr3 is methyl, primary, secondary, and gives sn2 inversion if applicable

Is that right? Thanks in advance!

 

[DAT Destroyer]

Hi everyone!

I just want to double check on the alcohol rxns with halides to make sure I'm understanding on what carbons the reaction will form:

-HBr, HCl, and HI work on all carbons
-SOCl2 only with primary/secondary
-PBr3 is methyl, primary, secondary, and gives sn2 inversion if applicable

Is that right? Thanks in advance!

Yes,,,,,very good. Usually with primary halides, SOCl2 or PCl3 works best.....HCl is a bit slow and we use a ZnCl2 catalyst. SOCl2 may give inversion if used with pyridine, but retention if used with ether such as dioxane. Overall.....you are on target !!!!!

Hope this helps

Dr. Jim Romano

 

[virtualmaster999]

Yes,,,,,very good. Usually with primary halides, SOCl2 or PCl3 works best.....HCl is a bit slow and we use a ZnCl2 catalyst. SOCl2 may give inversion if used with pyridine, but retention if used with ether such as dioxane. Overall.....you are on target !!!!!

Hope this helps

Dr. Jim Romano

Thanks Dr. Romano 🙂

 

[DAT Destroyer]

Thanks Dr. Romano 🙂

Keep up the good work champ!

Dr. Romano