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Published byΕὔα Κόρακας Modified over 6 years ago
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Properties Nomenclature Stability Addition Reactions
Alkenes Properties Nomenclature Stability Addition Reactions
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Ethylene
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Electron Rich p-Bond
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Elements or Degrees of Unsaturation: p-Bond or Ring
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Determine the # elements of Unsaturation
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Alkene Nomenclature
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Cyclic alkenes
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Alkyl Groups with p-Bonds
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Alkylidene Groups Double Bonds Fused to Rings
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Polyenes
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Name these Alkenes
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Cis and Trans no rotation about p-bond
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cis-trans Isomers
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E/Z System
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Establish Priority of Substituents on Each sp2 Carbon
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What’s My Name?
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(Z)-4-ethyl-5-isopropyl-4-nonene
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Priorities with Multiple Bonds
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E or Z?
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E or Z?
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Name These
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Hydrogenation Data Helps to Determine Stability DHhydrogenation of Alkenes
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Enthalpy Change Shows Relative Energy of Alkene
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Both cis and trans 2-Butene are Hydrogenated to Butane
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“E” is More Stable than “Z” by 2.3 KJ/mol
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Relative Stabilities of Alkenes
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The Addition Reaction
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HBr Addition
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Markovnikov’s Rule The addition of H-X across a double bond results in the more highly substituted alkyl halide as the major product.
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Depicting a Reaction
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Addition of HBr or HCl Markovnikov Addition
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Regiochemistry Determined by Stability of Intermediate
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Hyperconjugation
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Carbocation Stability more highly substituted, lower energy
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3o Carbocation forms Preferentially
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What Alkenes are Needed to form Theses Alkyl Halides?
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Definitions Regioisomers – two constitutional isomers that could result from an addition reaction. Regiospecific – only one regiosisomer forms at the expense of the other. Regioselective – both regioisomers are formed, but one is formed in preference.
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Determine the major product:
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Rearrangements
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Propose a Mechanism
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