OH 1. NH₂ НО OH OH OH Biosynthesis of adreneline (epinephrine) 2. OH + MgBr-CH₂CH3 CH₂CH3 a Proton transfer d = Radical

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OH 1. NH₂ НО OH OH OH Biosynthesis of adreneline (epinephrine) 2. OH + MgBr-CH₂CH3 CH₂CH3 a Proton transfer d = Radical

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OH 1. NH₂ НО OH OH OH Biosynthesis of adreneline (epinephrine) 2. OH + MgBr-CH₂CH3 CH₂CH3 a Proton transfer d = Radical chain addition g= E2 Elimination b Lewis acid/base e = Electrophilic addition h = SN1 Nucleophilic substitution i = SN2 Nucleophilic substitution c = Radical chain substitution f = E1 Elimination Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2. O₂CCH₂CH₂CH3-S NH3 dry ether он он O MgBr HO OH NHCH3 O₂CCH₂CH₂CH₂ S NH3 NH₂ N. N

H₂SO4 130° 1. OH H₂O N(CH3)3 OH 2. heat N(CH3)3 H₂O 95% a Proton transfer g = E2 Elimination d = Radical chain addition e Electrophilic addition b = Lewis acid/base h = SN1 Nucleophilic substitution c = Radical chain substitution f = E1 Elimination i = SN2 Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a- i for your answers. 1. 2. 5% (E & Z)

1. 2. H₂O a = Proton transfer g= E2 Elimination b = Lewis acid/base d = Radical chain addition e Electrophilic addition f = E1 Elimination h = SN1 Nucleophilic substitution i = SN2 Nucleophilic substitution c = Radical chain substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2. Ph Br₂ HI Ph. Br Ph
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