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properties
slightly polar, organic soluble, highest poiling point, heaviest density
nucleophile
wants to give electrons to carbon nucleus (negative)
best nucleophile properties
low electronegativity, no induction, no resonance, larger molecule
why does low electronegativity make a better nucleophile
less stable so it is more willing to donate elctrons
why does no induction or resonance make a better nucleophile
molecule is more reactive
why is a larger molecule make a better nucleophile
less solvation = maintain reactivity
can create on polarity by localizing electrons
electrophile
accepts electrons from nucleophile (positive)
leaving group
accepts electron density
what makes a better leaving group
larger molecule and resonance
protic solvent
donatable proton (big dipole)
aprotic solvent
no donatable proton (no big dipole)
types of substitution reactions
Sn2 =concerted
Sn1 = stepwise (carbocation)
what can switch places in an SN2 reaction
ratnucleophile and electrophile
what do intramolecular forces in an sn2 and sn1 reaction do
make a ring
what does addig sodium elemental of NaH due to neutral OH
creates a negative oxygen
what is sn2 rate dependent on
nuceloophile, electrophile and leaving group
what can switch places in an sn1 reaction
nucelophile and leaving group
what can happen in an sn2 reaction stabelize the carbocation
hydride or methyl shift (resonance)
what is sn1 rate dependent on
electrophile and leaving group
types of elimination reactions
e2 = concerted
e1 = stepwise
properties of elimination reactions
occurs over 2 carbons
endergonic
what is a requirement for e2 reaction
H and LG must be antiperiplanar
what is the rate of an e2 reaction dependet on
base, electrophile and LG
how to make a carbocation in an e1 reaction more stable
hydride shift, ring change or methyl shift (resonance
what is the rate of an e1 reaction dependent on
both carbons for reaction and leaving group