In this part we will provide conclusive proof of the stereochemistry of the product by preparing the acetonide of hydrobenzoin and examining its 'H NMR spectrum. An acetonide is a cyclic ketal prepared from acetone and either a 1,2- or a 1,3-diol. Our procedure uses anhydrous ferric chloride as a Lewis acid catalyst for the preparation of the acetonide. OH OH Hydrobenzoin Experimental Procedure H3C1 CH3 FeCl3 CH3 gx CH3

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
Chapter17: Carboxylic Acids
Section: Chapter Questions
Problem 17.24P
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In this part we will provide conclusive proof of the stereochemistry of the product by preparing the
acetonide of hydrobenzoin and examining its 'H NMR spectrum. An acetonide is a cyclic ketal prepared
from acetone and either a 1,2- or a 1,3-diol. Our procedure uses anhydrous ferric chloride as a Lewis acid
catalyst for the preparation of the acetonide.
OH
OH
Hydrobenzoin
Experimental Procedure
H3C1 CH3
FeCl3
CH3
gx
CH3
Note: For the acetonide preparation to be successful, it is essential that all reagents and
Transcribed Image Text:In this part we will provide conclusive proof of the stereochemistry of the product by preparing the acetonide of hydrobenzoin and examining its 'H NMR spectrum. An acetonide is a cyclic ketal prepared from acetone and either a 1,2- or a 1,3-diol. Our procedure uses anhydrous ferric chloride as a Lewis acid catalyst for the preparation of the acetonide. OH OH Hydrobenzoin Experimental Procedure H3C1 CH3 FeCl3 CH3 gx CH3 Note: For the acetonide preparation to be successful, it is essential that all reagents and
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