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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The following reaction has been reported in the chemical literature. Predict the product, showing stereochemistry where appropriate.
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Transcribed Image Text:The image shows a chemical reaction involving a cyclohexene derivative.
**Reactant:**
- It is a cyclohexene ring with a methyl group attached at the top (on what would be the para position in an aromatic ring numbering system). There is a hydrogen and a wedge-shaped bond indicating stereochemistry on one of the carbon atoms.
**Reagents:**
- Step a: Osmium tetroxide (OsO₄) is used.
- Step b: Sodium sulfite (Na₂SO₃) and hydrochloric acid (HCl) are added following the first reagent.
**Description of Reaction:**
- This reaction likely represents the syn-dihydroxylation of an alkene using osmium tetroxide, followed by a reduction step to form a vicinal diol. The osmium tetroxide initially adds to the alkene, forming an osmate ester, which is then cleaved using a reducing agent (sodium sulfite in the presence of hydrochloric acid) to yield the diol product.
This is a common transformation in organic chemistry used to convert alkenes to cis-diols with retention of stereochemistry.
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