In laboratory, Dr. Nur found out that the hydrolysis of nitriles (R—CN) when heated under reflux with dilute sulfuric acid yielded a major compound A. When compound A reacts with element N it showed that two products are produced (salt and gas). Meanwhile, the reaction of compound A with methanol yielded aromatic scent of compound B. She also noticed two products (compounds C and D) were obtained when she react compound B with reagent Lithium Aluminium Hydride (LiAlH4). Dr. Nur was observed compound C can be prepared naturally in the presence of enzymes in yeast through anaerobic conditions. Further investigation showed when compounds C and D can react with acidified potassium permanganate will produce compound (compounds E and F) with similar functional group. Dr. Nur also discovered compound E will produce silver mirror when react with reagent M and vice versa from compound F. Identify the possible expanded structure of compound A, B, C, D, E and F. Predict the possible IUPAC name for each of the compound. Show the complete chemical equation when compound A react with element N. Outline the complete chemical equation for compounds E and F with reagent M and identify the reagent M. List the TWO (2) physical properties of compounds C and D. Outline the preparation of compound C in anaerobic conditions. Discuss the formation of compound B when compound A react with methanol to produce the yielded aromatic scent.
In laboratory, Dr. Nur found out that the hydrolysis of nitriles (R—CN) when heated under reflux with dilute sulfuric acid yielded a major compound A. When compound A reacts with element N it showed that two products are produced (salt and gas). Meanwhile, the reaction of compound A with methanol yielded aromatic scent of compound B. She also noticed two products (compounds C and D) were obtained when she react compound B with reagent Lithium Aluminium Hydride (LiAlH4). Dr. Nur was observed compound C can be prepared naturally in the presence of enzymes in yeast through anaerobic conditions. Further investigation showed when compounds C and D can react with acidified potassium permanganate will produce compound (compounds E and F) with similar functional group. Dr. Nur also discovered compound E will produce silver mirror when react with reagent M and vice versa from compound F. Identify the possible expanded structure of compound A, B, C, D, E and F. Predict the possible IUPAC name for each of the compound. Show the complete chemical equation when compound A react with element N. Outline the complete chemical equation for compounds E and F with reagent M and identify the reagent M. List the TWO (2) physical properties of compounds C and D. Outline the preparation of compound C in anaerobic conditions. Discuss the formation of compound B when compound A react with methanol to produce the yielded aromatic scent.
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.58P
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In laboratory, Dr. Nur found out that the hydrolysis of nitriles (R—CN) when
heated under reflux with dilute sulfuric acid yielded a major compound A. When
compound A reacts with element N it showed that two products are produced (salt and gas). Meanwhile, the reaction of compound A with methanol yielded
aromatic scent of compound B. She also noticed two products (compounds C
and D) were obtained when she react compound B with reagent Lithium
Aluminium Hydride (LiAlH4). Dr. Nur was observed compound C can be
prepared naturally in the presence of enzymes in yeast through anaerobic
conditions. Further investigation showed when compounds C and D can react
with acidified potassium permanganate will produce compound (compounds E
and F) with similar functional group. Dr. Nur also discovered compound E will
produce silver mirror when react with reagent M and vice versa from compound
F.
Identify the possible expanded structure of compound A, B, C, D, E and F.
Predict the possible IUPAC name for each of the compound.
Show the complete chemical equation when compound A react with element N.
Outline the complete chemical equation for compounds E and F with reagent
M and identify the reagent M.
List the TWO (2) physical properties of compounds C and D.
Outline the preparation of compound C in anaerobic conditions.
Discuss the formation of compound B when compound A react with methanol
to produce the yielded aromatic scent.
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