Three bottles A, B, and C have been found, each of which contains a liquid and is labeled \"amine C8H11N.\" As an expert in amine chemistry, you have been hired as a consultant and asked to identify each liquid. Liquids A and B give off a gas when they react with NaNO2 and HCl at 0 °C; C does not. However, when the aqueous reaction mixture from the diazotization of C is warmed, a gas is evolved. Liquid A is optically inactive, but when it reacts with ( )-tartaric acid, two isomeric salts with different physical properties are obtained. Titration of C with aqueous HCl reveals that its conjugate acid has a pKa = 5.1. Oxidation of C with H2O2 (a reagent known to oxidize amino groups to nitro groups), followed by vigorous oxidation with KMnO4 gives p-nitrobenzoic acid. Oxidation of B in a similar manner yields 1,4-benzenedicarboxylic acid (terephthalic acid), and oxidation of A yields benzoic acid. Identify compounds A, B, and C. Three bottles A, B, and C have been found, each of which containsa liquid and is labeled "amine C3H11N." As an expert in aminechemistry, you have been hired as a consultant and asked toidentify each liquid. Liquids A and B give off a gas when they reactwith NaNO2 and HCl at 0 °C; C does not. However, when theaqueous reaction mixture from the diazotization of C is warmed, agas is evolved. Liquid A is optically inactive, but when it reacts with(+)-tartaric acid, two isomeric salts with different physical propertiesare obtained. Titration of C with aqueous HCl reveals that itsconjugate acid has a pka = 5.1. Oxidation of C with H2O2 (a reagentknown to oxidize amino groups to nitro groups), followed byvigorous oxidation with KMNO4 gives p-nitrobenzoic acid. Oxidationof B in a similar manner yields 1,4-benzenedicarboxylic acid(terephthalic acid), and oxidation of A yields benzoic acid. Identifycompounds A, B, and C.A

Primary amines give diazonium ions with NaNO2/HCl; secondary amines give nitrosamines with…

Answered: Three bottles A, B, and C have been…

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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Three bottles A, B, and C have been found, each of which contains a liquid and is labeled \"amine C8H11N.\" As an expert in amine chemistry, you have been hired as a consultant and asked to identify each liquid. Liquids A and B give off a gas when they react with NaNO2 and HCl at 0 °C; C does not. However, when the aqueous reaction mixture from the diazotization of C is warmed, a gas is evolved. Liquid A is optically inactive, but when it reacts with ( )-tartaric acid, two isomeric salts with different physical properties are obtained. Titration of C with aqueous HCl reveals that its conjugate acid has a pKa = 5.1. Oxidation of C with H2O2 (a reagent known to oxidize amino groups to nitro groups), followed by vigorous oxidation with KMnO4 gives p-nitrobenzoic acid. Oxidation of B in a similar manner yields 1,4-benzenedicarboxylic acid (terephthalic acid), and oxidation of A yields benzoic acid. Identify compounds A, B, and C.

Three bottles A, B, and C have been found, each of which contains
a liquid and is labeled "amine C3H11N." As an expert in amine
chemistry, you have been hired as a consultant and asked to
identify each liquid. Liquids A and B give off a gas when they react
with NaNO2 and HCl at 0 °C; C does not. However, when the
aqueous reaction mixture from the diazotization of C is warmed, a
gas is evolved. Liquid A is optically inactive, but when it reacts with
(+)-tartaric acid, two isomeric salts with different physical properties
are obtained. Titration of C with aqueous HCl reveals that its
conjugate acid has a pka = 5.1. Oxidation of C with H2O2 (a reagent
known to oxidize amino groups to nitro groups), followed by
vigorous oxidation with KMNO4 gives p-nitrobenzoic acid. Oxidation
of B in a similar manner yields 1,4-benzenedicarboxylic acid
(terephthalic acid), and oxidation of A yields benzoic acid. Identify
compounds A, B, and C.
A

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