SN2 reaction negative charge SN2 and E2 nucleophile:? SN2 substitution nucleophile bimolecular regioisomers the same functional groups but attached at different positions SN1 substitution nucleophile unimolecular ROH, NH3, H20 E1 solvents E1, SN1 Which reactions go through carbocation? invert SN2 stereochemistry racemicize/ epimerize stereocenter SN1 stereochemistry:? lone pair SN1 and E1 nucleophile:? polar protic SN1 solvent:? E2 example Free! E2, E1 favors most substituted alkene isomer SN1, E2, E1 tertiary or secondary? elimination make alkenes polar aprotic SN2 solvent:? SN1 reaction primary/ secondary SN2 Carbon:? E1 elimination unimolecular E2 elimination bimolecular not important E2 solvent? E1 example SN2 reaction negative charge SN2 and E2 nucleophile:? SN2 substitution nucleophile bimolecular regioisomers the same functional groups but attached at different positions SN1 substitution nucleophile unimolecular ROH, NH3, H20 E1 solvents E1, SN1 Which reactions go through carbocation? invert SN2 stereochemistry racemicize/ epimerize stereocenter SN1 stereochemistry:? lone pair SN1 and E1 nucleophile:? polar protic SN1 solvent:? E2 example Free! E2, E1 favors most substituted alkene isomer SN1, E2, E1 tertiary or secondary? elimination make alkenes polar aprotic SN2 solvent:? SN1 reaction primary/ secondary SN2 Carbon:? E1 elimination unimolecular E2 elimination bimolecular not important E2 solvent? E1 example
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SN2 reaction
SN2 and E2 nucleophile:?
negative charge
substitution
nucleophile
bimolecular
SN2
the same functional groups
but attached at different positions
regioisomers
substitution
nucleophile
unimolecular
SN1
E1 solvents
ROH, NH3, H20
Which reactions go through carbocation?
E1, SN1
SN2 stereochemistry
invert
SN1 stereochemistry:?
racemicize/ epimerize stereocenter
SN1 and E1 nucleophile:?
lone pair
SN1 solvent:?
polar protic
E2 example
Free!
favors most substituted alkene isomer
E2, E1
tertiary or secondary?
SN1, E2, E1
make alkenes
elimination
SN2 solvent:?
polar aprotic
SN1 reaction
SN2 Carbon:?
primary/ secondary
elimination unimolecular
E1
elimination bimolecular
E2
E2 solvent?
not important
E1 example