Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Question
Chapter 7, Problem 7.7P
Interpretation Introduction
Interpretation:
Number of stereoisomers possible for enanthotoxin has to be given.
Concept introduction:
Chiral centre:
A chiral molecule/ion is non-superimposable on its mirror image.
Expert Solution & Answer
Explanation of Solution
There is one tetrahedral chiral centre (marked with an
) and three double bonds that can show cis-trans isomerism, so there are 24 or 16 possible stereoisomers.
Hence, the totally 16 isomer is possible.
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Students have asked these similar questions
Aspirin is the common name for the compound acetylsalicylic acid, widely used as a
fever reducer and as a pain killer. Salicylic acid, whose name comes from Salix, the
willow family of plants, was derived from willow bark extracts. In folk medicine, willow
bark teas were used as headache remedies and other tonics. Nowadays, salicylic acid
is administered in the form of aspirin which is less irritating to the stomach than salicylic
acid. To prepare aspirin, salicylic acid is reacted with an excess of acetic anhydride.
A small amount of a strong acid is used as a catalyst which speeds up the reaction. In
this experiment, phosphoric acid will be used as the catalyst. The excess acetic acid
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reaction of aspirin is shown below:
Actic anhydride
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Mix salicylic…
Enanthotoxin is an extremely poisonous organic compound found in hemlock water drop-
wart, which is reputed to be the most poisonous plant in England. It is believed that no
British plant has been responsible for more fatal accidents. The most poisonous part of
the plant is the roots, which resemble small white carrots, giving the plant the name"five
finger death."Also poisonous are its leaves, which look like parsley. Enanthotoxin is thought
to interfere with the Nat current in nerve cells, which leads to convulsions and death.
он
How many stereoisomers are possible for enanthotoxin?
Alkaloids are basic nitrogen-containing compounds of plant origin, many of which are physiologically active when administered to humans. Ingestion of coniine, isolated from water hemlock, can cause weakness, labored respiration, paralysis, and eventually death. Coniine is the toxic substance in the “poison hemlock” used in the death of Socrates. In small doses, nicotine is an addictive stimulant. In larger doses, it causes depression, nausea, and vomiting. In still larger doses, it is a deadly poison. Solutions of nicotine in water are used as insecticides. Cocaine is a central nervous system stimulant obtained from the leaves of the coca plant.Classify each amino group in these alkaloids according to type (primary, secondary, tertiary, aliphatic, aromatic, heterocyclic).
Chapter 7 Solutions
Organic Chemistry
Ch. 7.2 - Write the IUPAC name of each compound.Ch. 7.2 - Write the common name of each alkyne.Ch. 7.5 - Prob. 7.3PCh. 7.7 - Draw a structural formula for a hydrocarbon with...Ch. 7.7 - Hydration of 2-pentyne gives a mixture of two...Ch. 7.9 - Prob. 7.6PCh. 7 - Prob. 7.7PCh. 7 - Show how to prepare each alkyne from the given...Ch. 7 - Prob. 7.9PCh. 7 - Complete each acid-base reaction and predict...
Ch. 7 - Draw structural formulas for the major product(s)...Ch. 7 - Draw the structural formula of the enol formed in...Ch. 7 - Prob. 7.13PCh. 7 - Prob. 7.14PCh. 7 - Prob. 7.15PCh. 7 - Show reagents and experimental conditions you...Ch. 7 - Show reagents and experimental conditions you...Ch. 7 - Show how to convert 1-butyne to each of these...Ch. 7 - Prob. 7.19PCh. 7 - Show reagents and experimental conditions to bring...Ch. 7 - Show reagents to bring about each conversion.Ch. 7 - Propose a synthesis for (Z)-9-tricosene...Ch. 7 - Propose a synthesis of each compound starting from...Ch. 7 - Show how to prepare each compound from 1-heptene....Ch. 7 - Prob. 7.25PCh. 7 - Prob. 7.26PCh. 7 - Following is the structural formula of the...Ch. 7 - The standard procedure for synthesizing a compound...Ch. 7 - Prob. 7.29PCh. 7 - Prob. 7.30PCh. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Using your reaction roadmap as a guide, show how...Ch. 7 - Prob. 7.35P
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