Free Radical Rxns
Terms
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- NBS
- Brominates at the allylic & benzylic positions
- Bonds Breaking
- Uphill Energy Endothermic Unfavorable
- Bonds Creating
- Downhill Energy Exothermic Favorable
- Selectivity of Halogens
- Only Br2 is selective: 3>2>1>Methyl
- Nucleophiles
- must have lone pair of electrons strong - have a charge
- Leaving Groups
- OMS OTS Water Alcohol Cl(-) Br(-) I(-)
- Sn2 Rxns _____ the stereocenter
- invert
- Gneral Rxn: Sn2
- Nuc:(-) + R-L -> Nuc-R :L(-)
- Rate Law: Sn2
- rate=k [nuc:(-)][R-L] 2nd order overall increase concentration of either, increase rate
- :O: || CH3-C-CH3
- Acetone
- :O: || CH3-S-CH3 "
- DMSO
- :O: || .. H-C- N - CH3 | CH3
- DMF
- :O: || .. CH3-C-N-CH3 | CH3
- DMA
- CH3-C=N:
- acetonitrile
- :O: .. || .. CH3-N - P - N-CH3 | | | CH3 N CH3 | CH3CH3
- HMPA
- substrates in Sn2
- unhindered electrophilic carbon
- Polar Aprotic Solvent Present
- Sn2