EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
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Chapter 6.14, Problem 23P
Interpretation Introduction

Interpretation:

The ketones which are formed in the acid-catalysed hydration of 3-heptyne have to be identified.

Concept Introduction:

Acid Catalysed addition of water: When water is added to alkyne in the presence of an acid, the product formed will be an enol.  Enol contains a double bond and a OH group.  The OH group is bonded to one of the sp2 carbons.

If a carbonyl group is bonded to two alkyl groups, it is called as a ketone.  The enol formed in the acid catalysed addition of water will be easily converted into a ketone.

Conversion of terminal alkynes into enol: If we want to convert terminal alkyne into an enol, the presence of mercuric ion as a catalyst should be needed and the catalyst will increase the rate of the reaction.

  EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 6.14, Problem 23P

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B 1 of 2 Additional problems in preparation to Midterm #1: 1.) How can the following compounds be prepared using Diels-Alder reaction: CH3 O CN (a) (b) CN CH3 2.) What is the missing reagent in the shown reaction? H3C + ? H3C H3C CN H3C ''CN (၁) H 3.) Write the products 1,2-addition and 1,4-addition of DBr to 1,3-cyclohexadiene. Remember, D is deuterium, a heavy isotope of hydrogen. It reacts exactly like hydrogen. 4.) In the shown reaction, which will be the kinetic product and which will be the thermodynamic product? H3C CI H3C HCI H3C + 5.) Which of the following molecules is aromatic? (a) (b) (c) H 6.) Which of the following molecules is aromatic? (a) (b) (c) 7.) Write the mechanism for the shown reaction. + Ха AICI 3 CI 8.) Suggest reagents that would convert benzene into the shown compounds. CI NO2 -8-6-6-8-a (a) (b) (c) (d) (e) (a) SO3H Br
The number of 2sp^2 hybridized atoms in is: A. 8; B. 6; C.4; D.2; E.0;

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EBK ESSENTIAL ORGANIC CHEMISTRY

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