CHEM 2211 1st Edition Lecture 19 Outline of Last Lecture I Addition of water to alkenes II Addition of alcohol to alkenes III 1 2 hydride shif IV Methyl shif Outline of Current Lecture I Summary of reaction mechanisms Current Lecture I Summary of reaction mechanisms A Drawing i Curvy arrows always pushes electrons from the nucleophile to the electron deficient electrophile ii Because pi bonds are weaker than sigma bonds they are the bond most likely to be broken B Hydration reactions i Also known as acid catalyzed hydration acid is usually H2SO4 ii Final product and ALCOHOL C Addition of Alcohol to Alkenes i Also requires and acid catalyst usually H2SO4 ii Final product ETHER D Carbocation rearrangement i 1 2 Hydride Shif 1 Movement of a hydride ion H to stabilize the molecule 2 Rules a Hydride only moves if movement will stabilize the molecule more b Only happens once in the course of a reaction 3 Final product MORE stable carbocation ii Methyl Shif 1 Exactly like a hydride shif but involves the movement of a methyl group instead 2 Final product MORE stable carbocation E Halogenation of an alkene i Bridging between the carbons on the double bond ii Final product a DIhalogen alkane iii Type of addition ANTI F Halohydrin formation i Halogenation in the presence of water ii Final Product an ALCOHOL with ONE halogen attached iii Type of addition ANTI G Hydroboration Oxidation i Manipulates the regioselectivity experienced by molecules ii An ANTI Markovnikov reaction iii Final Product ALCOHOL iv Type of addition SYN
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