Organic Chemistry Reaction Types

Description

SN1, SN2, E1, E2
aliroussel
Flashcards by aliroussel, updated more than 1 year ago
aliroussel
Created by aliroussel almost 12 years ago
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Resource summary

Question Answer
SN2 Leaving Groups TosO, I, Br, Cl
SN2 Solvents HMPA, CH3CN, DMF, DMSO Polar aprotic surround the cation but not the nucleophile
SN2 Substrates Methyl, 1*, 2*, 3* due to steric hinderance and its role in mechanism
SN1 Substrates 3*, 2*=Benzyl=allylic, 1*, methyl
SN1 Leaving Group H20, TosO=I, Br, Cl, OH Easily removable for carbocation formation
SN1 Nucleophile Does not effect reaction rate Non basic to prevent elimination
SN1 Solvent H2O, Water/Ethanol, Ethanol Stabilizes carbocation
E2 Definition Alkyl Halide + Strong Base No intermediates Periplanar geometry non-Zaitsev product in rings
Zaitsev's Rule More substituted alkene will form
E1 Reaction Alkyl Halide + Strong Base Carbocation formed Base forces loss of adjacent hydrogen and formation of double bond
E1 and SN1 happen together with... Protic solvent nonbasic nucleophile both reactions have the same preferable substrates
Primary Alkyl Halides SN2 if good nucleophile (regular strong base, negative) E2 f strong sterically hindered base
SN2 Nucleophile Basic, negatively charged nucleophiles
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