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Chapter 7- alkyl halides, Chapter 9- alkynes
Replace weak OH leaving group with HBr
1 degree weak LG, SN2
2 or 3 degree weak LG, SN1

Replace weak OH leaving group with tosylate
Works for all rxn mechanisms E1/E2/SN1/SN2

Replace weak 2 or 3 degree OH with alkene
Acid-catalyzed dehydration
Only works for E1 mechanism

Alkyne reactions
To get from alkyne to alkene and maybe alkane
Acetylene is the simplest alkyne
Acid catalyzed tautomerization

Base catalyzed tautomerization
