Predict the products and mechanisms of the following reactions. When more than oneproduct or mechanism is possible, explain which are most likely.(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 heated 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
Chapter18: Functional Derivatives Of Carboxylic Acids
Section: Chapter Questions
Problem 18.38P: A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted...
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Predict the products and mechanisms of the following reactions. When more than one
product or mechanism is possible, explain which are most likely.
(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 heated 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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