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Nomenclature
Primary?
primary, secondary, tertiary, quantinary
means the degree of substitution
for N
ammine
or functional group connected C
Alkyl halide
alcohol
or C it self
nucleophilicity
defination
the affinity of a lewis base for a carbon atom in the Sn2 reaction
basicity
affinity of a base for a proton
factors effect it
roughly parallels basicity
usually increases going down a column of the periodic table
larger shell with electrons hold less tight
Negatively charged nucleophiles are usually more reactive than neutral one
So SN2 usually carried under basic condations
e.x. carboxylate ion, alkoxide ion
leaving group's strength
fastest leaving group stabalize negative charge best under transition state
most equilibira favored leaving group stabalize negative charge best after it leaves
means it's the weakest base the anion formed
determine wheather the reaction can happen
It usually the same
weakest base can leave
-OH not likely to leave because it produce -OH which is very basic
-OH2+ can leave because producing water which is weak basidic