Compound 4 has two functional groups and it will formed an oily yellow liquid when it reacts with nitrous acid. They discovered that compound B is produced during the halogenation process of compound A. When compound B is reacted with nitric acid, compound C is formed. While Friedel Crafts alkylation of compound A produces compound D. Compound E was produced by Friedel Crafts acylation of compound A. This compound E reacts positively with alkaline iodine and 2,4-dinitropheny hydrazine. However, it returns negative results for Tollens* and Benedict's tests. a) Illustrate the potential 1H NMR spectrum for compound A. b) Identify the possible structural formula of compound A (according to the carbon type) based on your proposed 13C NMR spectrum.

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...
icon
Related questions
Question
Compound 4 has two functional groups and it will formed an oily yellow liquid when it reacts with nitrous acid. They discovered that compound B is produced during the halogenation process of compound A. When compound B is reacted with nitric acid, compound C is formed. While Friedel Crafts alkylation of compound A produces compound D. Compound E was produced by Friedel Crafts acylation of compound A. This compound E reacts positively with alkaline iodine and 2,4-dinitropheny hydrazine. However, it returns negative results for Tollens* and Benedict's tests. a) Illustrate the potential 1H NMR spectrum for compound A. b) Identify the possible structural formula of compound A (according to the carbon type) based on your proposed 13C NMR spectrum. c) Predict the possible structural formula compounds B to E. The carbon atoms for compound A should be more than SIX (6). d) Distinguish between compound 4 with benzenedizonium chloride. e) Predict the possible chemical reaction for formation of compounds B and E from compound A and explain your answer. f) Predict the possible chemical reaction for formation of compound C from compound B and explain your answer. g) Explain why compound E gives negative results for Tollens" and Benedict's tests. h) Discuss why compound A formed an oily yellow liquid when it reacts with nitrous acid. i) With the aid of diagram, discuss the solubility of compound B and compound C and identify which compound is the most soluble.
Expert Solution
steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Carboxylic Acids and their Derivatives
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY