Connect Online Access 1-Semester for Organic Chemistry
6th Edition
ISBN: 9781260475609
Author: SMITH, Janice
Publisher: Mcgraw-hill Higher Education (us)
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Chapter 21, Problem 40P
Interpretation Introduction
Interpretation: The structure of the two keto tautomers in equilibrium with the enediol of vitamin C are to be drawn and the reason for enediol more stable than the other tautomers is to be stated.
Concept introduction: Tautomers are isomers which differ only in the position of the hydrogen and electrons of the electronegative atom, generally oxygen. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.
The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base catalysed.
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Why is it not advisable to use aqueous hydrochloric acid in a Grignard reaction of a ketone?
A) The Grignard reagent will react with the acid and cannot react with the ketone.
B) The ketone will be protonated and will become unreactive.
C) The ketone will form an unreactive enol.
D) The Grignard reagent won't dissolve in aqueous solutions
Draw two enol forms of the following diketone.
Draw the products formed when p-methylaniline (p-CH3C6H4NH2) istreated with following reagent.
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Chapter 21 Solutions
Connect Online Access 1-Semester for Organic Chemistry
Ch. 21.2 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 21.2 - Problem 23.3 When phenylacetaldehyde is dissolved...Ch. 21.3 - Prob. 5PCh. 21.3 - Problem 23.5 Which bonds in the following...Ch. 21.3 - Prob. 7PCh. 21.3 - Prob. 8PCh. 21.3 - Prob. 9PCh. 21.4 - Prob. 10PCh. 21.5 - Prob. 11PCh. 21.7 - Problem 23.11 Draw the products of each...
Ch. 21.7 - Problem 23.12 Draw the products of each reaction....Ch. 21.7 - Prob. 14PCh. 21.7 - Prob. 15PCh. 21.8 - Prob. 16PCh. 21.8 - Prob. 17PCh. 21.8 - Prob. 18PCh. 21.8 - Problem 23.18 How can pentan-2-one be converted...Ch. 21.8 - Problem 23.19 Identify A, B, and C, intermediates...Ch. 21.9 - Problem 23.20 Which of the following compounds...Ch. 21.9 - Problem 23.21 Draw the products of each...Ch. 21.9 - Prob. 23PCh. 21.9 - Prob. 24PCh. 21.9 - Prob. 25PCh. 21.10 - Prob. 26PCh. 21.10 - Prob. 27PCh. 21.10 - Prob. 28PCh. 21.10 - Prob. 29PCh. 21 - 23.29 Draw enol tautomer(s) for each compound....Ch. 21 - 22.30 The cis ketone A is isomerized to a trans...Ch. 21 - 23.31 Draw enol tautomer(s) for each compound.
...Ch. 21 - Prob. 33PCh. 21 - Prob. 34PCh. 21 - 23.35 Rank the labeled protons in each compound in...Ch. 21 - Prob. 36PCh. 21 - Prob. 37PCh. 21 - 23.38 Acyclovir is an effective antiviral agent...Ch. 21 - 23.39 Explain why forms two different alkylation...Ch. 21 - Prob. 40PCh. 21 - 23.42 Draw a stepwise mechanism for the following...Ch. 21 - Prob. 42PCh. 21 - Prob. 43PCh. 21 - 23.45 Devise a synthesis of valproic acid , a...Ch. 21 - Prob. 57PCh. 21 - 23.57 Draw a stepwise mechanism showing how two...Ch. 21 - 23.58 Draw a stepwise mechanism for the following...Ch. 21 - Prob. 65PCh. 21 - 23.66 Synthesize (Z)-hept-5-en-2-one from ethyl...
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