1. In the reactions involving the three isomeric alcohols with the formula C4H9OH, describe what each of the following tests showed about reactivity of the -OH group and reactions of 1°, 2°, and 3° alcohols. • the test with neutral KMnO4 • the test with concentrated HCl 2. Predict how the fourth alcohol with the formula C4H10O would react if tested with: • 0.01 M KMnO4 • concentrated HCl at room temperature Extend Further Use your observations of the solutions formed in the previous experiments and your understanding of alcohols to complete a table like the one shown below. Research the melting and boiling points to verify your answers.

1. In the reactions involving the three isomeric alcohols with the formula C4H9OH, describe what each of the following tests showed about reactivity of the -OH group and reactions of 1°, 2°, and 3° alcohols. • the test with neutral KMnO4 • the test with concentrated HCl 2. Predict how the fourth alcohol with the formula C4H10O would react if tested with: • 0.01 M KMnO4 • concentrated HCl at room temperature Extend Further Use your observations of the solutions formed in the previous experiments and your understanding of alcohols to complete a table like the one shown below. Research the melting and boiling points to verify your answers.

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

Chapter7: Alkynes

Section: Chapter Questions

Problem 7.35P

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ANSWER ALL QUESTIONS 1. write out all the isomers of the compound with molecular formula C4H10O. 2. select the normal/primary isomer and treat it with conc.H2SO4 and heat to produce A. Identify the type of reaction 3. Treatment of A with HCl/H2O gives B and with cold KMnO4/ OH- gives C . Give the name and structures of A, B and C 4. Treatment of A with Hot KMnO4/OH- gives D followed by acidification of the mixture to give E. What is D and E ?
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