Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 19, Problem 33P
Interpretation Introduction
Interpretation:
The compound A
Concept Introduction:
Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and
Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the
The value of chemical peaks depends upon the chemical environment around the hydrogen atom.
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Amine A is a liquid at room temperature and pressure.
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A compound (C7H14O) has a strong peak in its IR spectrum at 1710 cm–1. Its 1H NMR spectrum consists of three singlets in the ratio 9:3:2 at δ 1.0, 2.1, and 2.3, respectively. Identify the compound.
An aromatic compound K, whose molecular formula is C8H11N, is examined in the laboratory to elucidate its structure. The following observations were made:
A) Compound K is soluble in dilute hydrochloric acid but insoluble in sodium hydroxide solution.
B) Treatment of compound K with excess potassium hydroxide and benzenesulfonyl chloride, C(6)H(5)SO(2)Cl, results in the formation of a heterogeneous mixture. The NMR spectrum of compound K is shown below.
C) Compound K when treated with acetic anhydride[CH3-C(O)-O-C(O)-CH3], gives compound L, whose molecular formula is C(10)H(13)ON. Compound L is insoluble in dilute acid or dilute base at room temperature, heating compound L in dilute acid or base, however, regenerates compound K.
D) When compound L is heated with a mixture of concentrated nitric acid and sulfuric acid, a single product, compound M, with the molecular formula C(10)H(12)O(3)N(2) is formed in excellent yields.
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Chapter 19 Solutions
Organic Chemistry - Standalone book
Ch. 19.1 - Prob. 1PCh. 19.4 - Prob. 2PCh. 19.5 - Prob. 3PCh. 19.6 - Problem 19.6 What is the most acidic neutral...Ch. 19.7 - Problem 19.6 Write an ionic equation for the...Ch. 19.9 - Prob. 6PCh. 19.11 - Prob. 7PCh. 19.12 - Prob. 8PCh. 19.14 - Prob. 9PCh. 19.15 - Prob. 10P
Ch. 19.16 - Prob. 11PCh. 19.16 - Prob. 12PCh. 19 - Prob. 13PCh. 19 - Prob. 14PCh. 19 - Prob. 15PCh. 19 - Prob. 16PCh. 19 - Show how butanoic acid may be converted to each of...Ch. 19 - Show by a series of equations how could synthesize...Ch. 19 - Prob. 19PCh. 19 - Prob. 20PCh. 19 - Prob. 21PCh. 19 - Give the product of the reaction of pentanoic acid...Ch. 19 - Prob. 23PCh. 19 - Prob. 24PCh. 19 - Each of the follwing reactions has been reported...Ch. 19 - Prob. 26PCh. 19 - Prob. 27PCh. 19 - Prob. 28PCh. 19 - Prob. 29PCh. 19 - Prob. 30PCh. 19 - The 1H NMR spectra of formic acid (HCO2H), maleic...Ch. 19 - Prob. 32PCh. 19 - Prob. 33PCh. 19 - Prob. 34DSPCh. 19 - Prob. 35DSPCh. 19 - Lactonization Methods In Section we saw that...Ch. 19 - Prob. 37DSP
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