Question

E1 and E2 Reactions: Predicted Ability: Good Average Poor Actual Ability: Good Average Poor When determining which mechanism (E1 or E2) occurs, the following process is helpful: 1) Determine the substitution (methyl, 1º, 2º, or 3º) of the alkyl halide 2) Determine the strength of the nucleophile Please fill out the following table, indicating the category of reaction (E1 or E2) that will occur in each set of alkyl halides and nucleophiles. If no reaction occurs, write 'NR:' Alkyl Halide Strong Base Weak Base Methyl 1° 2° 3° For each of the following reactions, determine which ELIMINATION mechanism (E1 or E2) will occur. Alkyl Halide Substitution: Methyl 1° 3° Base Strength: Strong Weak Mechanism Type: E1 E2 2° Draw the mechanism that leads to ALL products for the reaction. Finally, underline the major product of the elimination reaction: H3C OH нус H₂C Br CHE

Answer 1

Weak base alkyl halides strong base methyl Eq/Sna substitution NR 10 Ez /SN2 NR go Ez/Sna SNI/E 30 €2/5N2 SNI/E Sul / E, reactions are we have a favoured if 3° substrate, a good leaving group and a polar solvent. Sni if nudiophile es poor base and substrate has no ß-bydrogen. fjs if nucleophile is moderate borse & substrate has ß. bl. (en,c-os Ees the CH3 OH HK CHB H el Bro Bm Chh an a The reaction will follow Ez mechanism 30 lialide reacts with with a base colich acts as bulky storong base! CH3 "CH3 (major product)