If you have already had an eye examination at an ophthalmologist, you probably noticed that you had to use eyedrops at first. The solution is then dripped into the eyes of atropine (the poison of the poison ivy), which dilates the pupils - which makes it possible easier tracking of the fundus. For more complicated procedures they use substances that work longer - for example, tropicamide. Like all similar substances tropicamide also affects the central nervous system and thus became one of the ingredients of the infamous "crocodile" drug. In this task we will look at its synthesis: b) Tropicamide is prepared by the reaction of intermediates IN3 and IN5. The resulting mixture after reaction is diluted with water and slightly warmed. from the mixture, tropicamide crystallizes, and is formed with the general formula C17H20N2O2. Write its structure. c) The IN1 intermediate is a diazonium salt and these are generally unstable in the presence of nucleophiles. Compare the stability (i.e. which substance will be less reactive) of the IN1 intermediate and the nitrogen-free analog (benzenediazonium chloride) in water. Confirm your assumption with resonance structure.

If you have already had an eye examination at an ophthalmologist, you probably noticed that you had to use eyedrops at first. The solution is then dripped into the eyes of atropine (the poison of the poison ivy), which dilates the pupils - which makes it possible easier tracking of the fundus. For more complicated procedures they use substances that work longer - for example, tropicamide. Like all similar substances tropicamide also affects the central nervous system and thus became one of the ingredients of the infamous "crocodile" drug. In this task we will look at its synthesis: b) Tropicamide is prepared by the reaction of intermediates IN3 and IN5. The resulting mixture after reaction is diluted with water and slightly warmed. from the mixture, tropicamide crystallizes, and is formed with the general formula C17H20N2O2. Write its structure. c) The IN1 intermediate is a diazonium salt and these are generally unstable in the presence of nucleophiles. Compare the stability (i.e. which substance will be less reactive) of the IN1 intermediate and the nitrogen-free analog (benzenediazonium chloride) in water. Confirm your assumption with resonance structure.

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter5: Gases, Liquids, And Solids

Section: Chapter Questions

Problem 5.120P

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