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125) What compound is formed when 2,2-dimethyloxirane is treated with ethanol containing a trace of HCl?A) 2-ethoxy-2-methyl-1-propanolB) 1-ethoxy-2-methyl-2-propanolC) 2-ethoxy-2-methyl-2-propanolD) 2-ethoxy-1-butanolE) 1-ethoxy-2-butanol
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- amine attacks carbonyl group, oxygen protonated to remove negative charge, deprotonation gives a carbinolamine (H taken from the N), OH group protonated into a good leaving group, water leaves, C=N double bond forms, intermediate deprotonated to generate enamine
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