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O chem stuff

TermDefinition
strong nucleophile / strong base + methyl sub SN2
strong nucleophile/ strong base + primary sub SN2
strong nucleophile / strong base + secondary sub E2 > SN2
strong nucleophile / strong base + tertiary sub E2
strong nucleophile / weak base + methyl sub SN2
strong nucleophile / weak base + primary sub SN2
strong nucleophile / weak base + secondary sub SN2 > E1 and SN1
strong nucleophile / weak base + tertiary sub SN1 > E1 (no reaction if polar aprotic)
weak nucleophile / weak base + methyl sub no reaction
weak nucleophile / weak base + primary sub no reaction
weak nucleophile / weak base + secondary sub SN1 > E1
weak nucleophile / weak base + tertiary sub SN1 > E1
sterically hindered strong base + methyl sub SN2
sterically hindered strong base + primary sub E2 > SN2
sterically hindered strong base + secondary sub E2 > SN2
sterically hindered strong base + tertiary sub E2 > SN2
methyl or primary alcohol + CrO3 / H+ carboxylic acid
methyl or primary alcohol + CrO3 / pyr aldehyde
secondary alcohol + CrO3 / H+ or CrO3 / pyr ketone
tertiary alcohol + CrO3 / H+ or CrO3 / pyr no reaction
aldehyde + CrO3 / H+ carboxylic acid
aldehyde + CrO3 / pyr no reaction
aldehyde + 1. NaBH4 2. H+ primary alcohol
ketone + 1. NaBH4 2. H+ secondary alcohol
formaldehyde + grignard primary alcohol
aldehyde higher than formaldehyde + grignard secondary alcohol
ketone + grignard tertiary alcohol
grignard reactions are classified as nucleophilic addition (+ reduction)
do sterics matter for grignard reactions? not really
E2 requires antiperiplanar conformation
in cyclic molecules both SN2 and E2 require axial leaving group
what reactions can't occur in polar aprotic / acetone SN1 and E1
what's the fastest type of reaction acid/base
difference between nucleophilicity and basicity nucleophilicity is associated with kinetics while basicity is associated with thermodynamics
rate determining step in SN1 / E1 carbocation formation
second step in SN1 / E1 product determining step
how to get E1 favored more? increase temperature
SN1 reactions occur with racemization
what do SN2 reactions do to the stereochemistry invert it
which type of solvent reverses the order of halogen nucleophiles (F- better than I-, etc.) polar protic
SN2 transition state geometry pentavalent
SN1 transition state geometry planar
Created by: skl28
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