1. During lab, one of your classmates accidentally mixed both of their reaction mixtures, combining the benzoic acid and triphenylmethanol products (as the magnesium salts), along with the biphenyl side products (all in THF). For reasons still unknown, this classmate also added DMAP to the mixture. What advice would you give to your classmate to help them isolate both benzoic acid and triphenylmethanol, each in pure form, WITHOUT using chromatography? Use a flowchart for your answer. (HINT: biphenyl is highly soluble in hexanes, and benzoic acid, as the free acid, is insoluble in cold water. REMEMBER: THF is water-soluble) O+MgBr MgBr* biphenyl MgBr+ salt of benzoic acid MgBr+ salt of triphenylmethanol DMAP tetrahydrofuran
1. During lab, one of your classmates accidentally mixed both of their reaction mixtures, combining the benzoic acid and triphenylmethanol products (as the magnesium salts), along with the biphenyl side products (all in THF). For reasons still unknown, this classmate also added DMAP to the mixture. What advice would you give to your classmate to help them isolate both benzoic acid and triphenylmethanol, each in pure form, WITHOUT using chromatography? Use a flowchart for your answer. (HINT: biphenyl is highly soluble in hexanes, and benzoic acid, as the free acid, is insoluble in cold water. REMEMBER: THF is water-soluble) O+MgBr MgBr* biphenyl MgBr+ salt of benzoic acid MgBr+ salt of triphenylmethanol DMAP tetrahydrofuran
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:1. During lab, one of your classmates accidentally mixed both of their reaction mixtures, combining the benzoic acid and triphenylmethanol
products (as the magnesium salts), along with the biphenyl side products (all in THF). For reasons still unknown, this classmate also added
DMAP to the mixture. What advice would you give to your classmate to help them isolate both benzoic acid and triphenylmethanol, each in
pure form, WITHOUT using chromatography? Use a flowchart for your answer. (HINT: biphenyl is highly soluble in hexanes, and benzoic acid,
as the free acid, is insoluble in cold water. REMEMBER: THF is water-soluble)
о
N
MgBr+
O¯ +MgBr
Ο
N
biphenyl
MgBr* salt of
benzoic acid
MgBr+ salt of
triphenylmethanol
DMAP
tetrahydrofuran
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