L12 - Nucleophilic Substitution (SN1/SN2/E1/E2)
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What is a nucleophile?
Region of high e- density Lp/negative charge
What is an electrophile?
Region of low e- density
What is a good leaving group able to do?
Stabalise a negative charge
What are the steps in SN2?
• Nu- attacks 180 • transition state with 5 specied • LG leaves • inversion of chemistry
What are factors for SN2?
• v good Nu • primary + secondary substrates
What are the steps for SN1?
• LG leaves • tertiary carbocation intermediate • forms racemic mixture
What is the rate determining step in SN1?
The LG leaving - slowest steps
How does SN1 form a racemic mixture?
Because the Nu- can attack from either side of the p-orbital
What are factors for SN1?
• v good leaving group • weak Nu • large Nu • stabilised carbocation
What are the steps in E2?
• base attacks proton • e- move to form db • LG leaves
What are the steps in E1?
• LG leaves • base attacks proton • e- moves to form db