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109) What results when cyclopentene oxide is treated with aqueous base?A) a racemic mixture of trans-1,2-diolsB) a meso trans-1,2-diolC) a racemic mixture of cis-1,2-diolsD) a meso cis-1,2-diolE) cyclopentene
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- one of the protons is removed (resonance-stabilized intermediate), intermediate protonated, another proton removed, nitrogen gas expelled (carbanion), carbanion protonated
- unsaturated hydrocarbons with double bonds
- around 4.5, too acidic and the amine will all be protonated (non-nucleophilic), too basic and the carbinolamine won't be protonated