CHEM 353 Quiz: N02-353-Alkenes part i

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Previous material: (cid:120) structure and bonding of alkenes and alkynes (cid:120) relative stability of cations (review sn1 and e1) (cid:120) carbocation rearrangements (cid:120) stereochemistry (cid:120) elimination and substitution reactions (stereoselectivity and regioselectvity) New material: (cid:120) electrophilic hydrohalogenation reactions of alkenes and alkynes to give haloalkanes (cid:120) electrophilic hydration of alkenes to give alcohols, and of alkynes to give carbonyl compounds (cid:120) markovnikovs rule. Structure and bonding of alkenes (3. 2) and alkynes (3. 9): (cid:120) the structures of the planar ethene and linear acetylene molecules are shown below: Sketch the bonding in ethylene (ethene) and ethyne (acetylene): Electrophilic addition of hydrogen halides to alkenes (9. 2): Hbr (cid:120) electrophilic addition of hydrogen halides to alkenes proceeds by rate-determining. Mechanistic basis for markovnikov"s rule (9. 5, 9. 6): (cid:120) protonation of double bond occurs in a direction that gives more stable of two possible carbocations. Draw two possible reaction intermediates for the following: Sketch the reaction energy profile diagram for this reaction: