题目
题目

CHE 008B A01 SS1 2025 Lecture 2 - Alcohols and Carbocation Rearrangements

多重下拉选择题

Primary alcohols react with HCl, HBr or HI via SN2 mechanisms to form haloalkanes.   Secondary alcohols react with [ Select ] Any HX HCl, HBr or HI HF, HCl, or HBr H2SO4 any strong acid none of these via [ Select ] SN1 SN2 E1 E2 none of these mechanisms to form haloalkanes. This reaction does not also give alkenes as a product because this mechanism can for alkenes but they react with the acid reagent

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思路分析
The question involves secondary alcohols reacting with hydrogen halides to form haloalkanes, and asks us to select appropriate reagents and mechanisms, plus a statement about alkene formation. Option group for the halide reagent: The provided selections imply that the correct reagent set is either 'HCl, HBr or HI' or some broader set. In classic reactions of secondary alcohols with HX, protonation of the alcohol followed by loss of water gives a carbocation (or a tight ion pair) that can be attacked by the halide. The halides that work well in this reaction are HCl, HBr, and HI. HF is typically not used here due to its weak conjugate base (fluoride) and the relatively poor leaving group ability in this context, so picking 'HF, HCl, or HBr' would be misleading. Say......Login to view full explanation

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