CH 221: ADDITION REACTIONS
9 Cards in this Set
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Alkene + dilute H2SO4
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Markinov addition of alcohol and hydrogen. Puts the OH on the more substituted carbon. Not stereospecific
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Alkene + X2 (cold & dark)
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Adds a halide to each carbon of the double bond. X is added to opposite sides, so this is an anti addtn.
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Alkene + X2 + H2O (cold & dark)
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Adds a halide and alcohol group to the sides of the double bond. Markinov addtn, so the OH is added to the more substituted carbon and the X is added to the less substituted carbon. Its an anti addtn, so the OH and X are added from other sides.
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Alkene + 1.O3 + 2. H2O + Zn
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Cleaves the alkene at the double bond and forms C=O where the C=C was on each carbon.
CH3CH=CHCH3 becomes CH3CH=O O=CHCH3
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Alkene + H2 + Pd
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Adds two hydrogens to either side of the double bond. H's are added to the same side due to the "spaceship-like" Pd that grabs the H's. (Therefore, this is a syn addtn)
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Alkene + peroxy acid
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Creates an ethoxide at the double bond. Syn addition (because thats the only way the geometry would work)
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Alkene + HBr + Peroxides
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Adds a Br and an H by free radical mechanism. Non stereospecifc. Antimarkinov addtn, so the Br is added to the least substituted carbon.
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Alkene + HX
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Adds a Br and a H . Nonstereospecific. Markinov addtn, so the BR is added to the most substituted carbon.
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Alkene + 1. BH3-THF 2. H2O2, NaOH
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Adds an H and an alcohol group. Syn addtn, because the BH3-THF is so large it acts like a "spaceship" and lands down on one side of the alkene. Antimarkinov addtn because of the presence of peroxides. Therefore, OH is added to less substituted carbon.
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