ANALYSIS. Five unknown isomeric compounds were found to have the molecular formula C5H100. Upon Clemmensen reduction, compounds A, B, and C all yielded n-pentane. These compounds were further subjected to chemical tests to determine their identity. The results of the chemical tests are shown in the table: TEST RGT Cpd A Cpd B + + + Cpd C Cpd D Cpd E + Phenylhydrazine Tollen's rgt 12, КОН CrO3, H+ Based on the test results, draw the structures of compounds A to E. + + +

ANALYSIS. Five unknown isomeric compounds were found to have the molecular formula C5H100. Upon Clemmensen reduction, compounds A, B, and C all yielded n-pentane. These compounds were further subjected to chemical tests to determine their identity. The results of the chemical tests are shown in the table: TEST RGT Cpd A Cpd B + + + Cpd C Cpd D Cpd E + Phenylhydrazine Tollen's rgt 12, КОН CrO3, H+ Based on the test results, draw the structures of compounds A to E. + + +

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

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.38P

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