Given that when testosterone is dehydrated by treatment with acid, rearrangement occurs to yield the product shown. A mechanism for this reaction is to be proposed. Concept introduction: The dehydration of alcohols on treatment with acids occurs through the formation of a carbocation in the first step. The carbocation can deprotonate or rearrange to a more stable carbocation and then deprotonate to yield an alkene . To propose: A mechanism for the formation of the rearranged product when testosterone is dehydrated by treatment with acid.

Question

Using reaction free energy to predict equilibrium composition Consider the following equilibrium: 2NOCI (g) 2NO (g) + Cl2 (g) AGº =41. kJ Now suppose a reaction vessel is filled with 4.50 atm of nitrosyl chloride (NOCI) and 6.38 atm of chlorine (C12) at 212. °C. Answer the following questions about this system: ? rise Under these conditions, will the pressure of NOCI tend to rise or fall? x10 fall Is it possible to reverse this tendency by adding NO? In other words, if you said the pressure of NOCI will tend to rise, can that be changed to a tendency to fall by adding NO? Similarly, if you said the pressure of NOCI will tend to fall, can that be changed to a tendency to rise by adding NO? yes no If you said the tendency can be reversed in the second question, calculate the minimum pressure of NO needed to reverse it. Round your answer to 2 significant digits. 0.035 atm ✓ G 00. 18 Ar

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Question

Chapter 17.SE, Problem 62AP

Interpretation Introduction

Interpretation:

Given that when testosterone is dehydrated by treatment with acid, rearrangement occurs to yield the product shown. A mechanism for this reaction is to be proposed.

Concept introduction:

The dehydration of alcohols on treatment with acids occurs through the formation of a carbocation in the first step. The carbocation can deprotonate or rearrange to a more stable carbocation and then deprotonate to yield an alkene.

To propose:

A mechanism for the formation of the rearranged product when testosterone is dehydrated by treatment with acid.

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