Determine a stepwise mechanism for the following reaction that illustrates why two substitution products are formed. Explain why 1-bromohex-2-ene reacts rapidly with a weak nucleophile (CH3OH) under Syl reaction conditions, even though it is a 1° alkyl halide. 1-bromohex-2-ene Part 1: Br CH₂CH₂CH₂CH CH₂OH The first step in the reaction proceeds according to which mechanism? Part 2: =CHCH₂ + CH₂OH Br CH₂CH₂CH₂CH=CHCH₂ Br Draw the missing resonance contributor. OCH 3 CH₂CH₂CH₂CH=CHCH₂ CH₂CH₂CH₂CH=CH-CH₂ + Br Br OCH 3 HYCHICH CHO CHI view structure + HBr a x + Br

Q: Which reagent would be best to convert cyclohexanol into chlorocyclohexane? O HCI AICI3 C12 O SOCI2

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A:

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Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.