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Download Reaction Name: E1 Dehydration of 2-methylpropan-2
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Reaction Name: E1 Dehydration of 2-methylpropan-2-ol Conversion: Alcohol to Alkene ______________________________________________________________________________ General Form: CH3 CH2 H2 SO4 H3C H3C OH CH3 CH3 ______________________________________________________________________________ Mechanism: CH3 H 3C CH3 OH + OH H O S H 3C O CH3 O CH3 CH3 H 3C CH3 O O H + + H HO S O O - CH3 O H + endothermic H H 3C C + CH3 H H H 3C CH2 H C + + O H H CH3 H + H 3C + H O H CH3 ______________________________________________________________________________ Notes: This reaction is often referred to as acid catalyzed and for our elementary purposes this is correct because the reaction needs an acidic environment. The E1 mechanism is only for secondary and tertiary alcohols. Rearrangement will occur in some cases so look out. Do not forget about Zaitsev and regioselectivity. ______________________________________________________________________________ Examples: Francis (textbook) p 202. References: Chip Le and the Textbook.