Predict the products and mechanisms of the following reactions. When if more than one product or mechanism is possible, explain are the most probable. (a) 1-bromohexane, sodium ethoxide in ethanol (b) 2-chlorohexane, NaOCH3 in methanol (c) 2-chloro-2-methylbutane, NaOCH2CH3 in ethanol (d) 2-chloro-2-methylbutane by heating in ethanol (e) isobutyl iodide, KOH in ethanol / water (f) isobutyl chloride, AgNO3 in ethanol / water (g) 1-bromo-1-methylcyclopentane, NaOEt in ethanol (h) 1-bromo-1-methylcyclopentane heated in methanol

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.46P: When cis-4-chlorocyclohexanol is treated with sodium hydroxide in ethanol, it gives mainly the...
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Predict the products and mechanisms of the following reactions. When if more than one product or mechanism is possible, explain are the most probable.

(a) 1-bromohexane, sodium ethoxide in ethanol

(b) 2-chlorohexane, NaOCH3 in methanol

(c) 2-chloro-2-methylbutane, NaOCH2CH3 in ethanol

(d) 2-chloro-2-methylbutane by heating in ethanol

(e) isobutyl iodide, KOH in ethanol / water

(f) isobutyl chloride, AgNO3 in ethanol / water

(g) 1-bromo-1-methylcyclopentane, NaOEt in ethanol

(h) 1-bromo-1-methylcyclopentane heated in methanol

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