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What is the order of decreasing acidity of alcohols?
Methyl>1°>2°>3°
The less substituted the alcohol…
The stronger the acid
Strong oxidizing agents…
Oxidize as far as it can go as long as a free hydrogen is present
Weak oxidizing agents…
Only oxidizes one step
Can tertiary alcohols go through oxidation?
No because they’re tertiary, they have no free hydrogens availabile
Alcohol + HX (HBr or HCl/ZnCl₂): Which substitution mechanism occurs?
3° and 2° alcohol → SN1
1° alcohol or methanol → SN2
Alcohol + PBr₃: Which substitution mechanism occurs?
1° and 2° alcohols → SN2
Alcohol + SOCl2: Which substitution mechanism occurs?
1° and 2° alcohols → SN2
Alcohols can be turned into ______ and _____ which are good leaving groups and can then participate in substitution reactions
Mesylates (OMs) and Tosylates (TsCl)