IBX (below) looks very similar to the Dess-Martin periodinane. MeO IBX (2-lodoxybenzoic acid) Although Dess-Martin has mostly replaced IBX due to rumors of IBX's explosive nature, use their analogous structures to propose a reasonable mechanism for the IBX reaction below. OH OH IBX H₂O MeO
IBX (below) looks very similar to the Dess-Martin periodinane. MeO IBX (2-lodoxybenzoic acid) Although Dess-Martin has mostly replaced IBX due to rumors of IBX's explosive nature, use their analogous structures to propose a reasonable mechanism for the IBX reaction below. OH OH IBX H₂O MeO
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**IBX (below) looks very similar to the Dess-Martin periodinane.**
- **IBX (2-Iodoxybenzoic acid)**
The diagram shows the molecular structure of 2-Iodoxybenzoic acid (IBX). It features a benzene ring attached to an iodoxy group. The iodine atom is bonded to two oxygen atoms, one of which is part of a carboxylic acid group, forming a five-membered ring.
**Although Dess-Martin has mostly replaced IBX due to rumors of IBX’s explosive nature, use their analogous structures to propose a reasonable mechanism for the IBX reaction below.**
The second diagram depicts a chemical reaction:
- The starting material is a phenol derivative (4-methoxyphenol) with a methoxy group (MeO) and a hydroxyl group (OH) attached to a benzene ring.
- The reagent used is IBX in the presence of water (H₂O), indicated above the reaction arrow.
- The product is an aldehyde, 4-methoxybenzaldehyde, where the hydroxy group is oxidized to a formyl group (H).
The reaction illustrates the oxidation of a primary alcohol group to an aldehyde using IBX.
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