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HO НО. OH H pos HO Na₂Cr₂O7 H₂SO4 CrO3 H₂SO4 PCC Na₂Cr₂O7 H₂SO4 1. DMSO, (COCI) 2 2. Et3N

HO НО. OH H pos HO Na₂Cr₂O7 H₂SO4 CrO3 H₂SO4 PCC Na₂Cr₂O7 H₂SO4 1. DMSO, (COCI) 2 2. Et3N

Chemistry
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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Predict the products from the following oxidation reactions. None should have stereochemistry. Think critically about why this is.

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The image displays a series of chemical reactions focused on the oxidation of alcohols and aldehydes. Below is a detailed transcription: 1. **Primary Alcohol Oxidation:** - Starting Material: A linear primary alcohol. - Reagents: Sodium dichromate (\( \text{Na}_2\text{Cr}_2\text{O}_7 \)) and sulfuric acid (\( \text{H}_2\text{SO}_4 \)). - Reaction Type: Oxidation. - Outcome: Typically, this reaction oxidizes the alcohol to a carboxylic acid. 2. **Secondary Alcohol Oxidation:** - Starting Material: A cyclic secondary alcohol with an isopropyl substituent. - Reagents: Chromium trioxide (\( \text{CrO}_3 \)) and sulfuric acid (\( \text{H}_2\text{SO}_4 \)). - Reaction Type: Oxidation. - Outcome: Oxidation of the secondary alcohol to a ketone. 3. **PCC Oxidation:** - Starting Material: A bicyclic alcohol ketone. - Reagents: Pyridinium chlorochromate (PCC). - Reaction Type: Selective oxidation. - Outcome: PCC is used to oxidize alcohols to aldehydes or ketones without over-oxidation to carboxylic acids. 4. **Aromatic Aldehyde Oxidation:** - Starting Material: A fluorinated aromatic aldehyde. - Reagents: Sodium dichromate (\( \text{Na}_2\text{Cr}_2\text{O}_7 \)) and sulfuric acid (\( \text{H}_2\text{SO}_4 \)). - Reaction Type: Oxidation. - Outcome: Conversion of the aldehyde to a carboxylic acid. 5. **Swern Oxidation:** - Starting Material: A cyclic alcohol with an aldehyde functional group. - Reagents: 1. Dimethyl sulfoxide (\( \text{DMSO} \)) and oxalyl chloride (\( \text{(COCl)}_2 \)). 2. Triethylamine (\( \text{Et}_3\text{N} \)). - Reaction Type: Oxidation.
Transcribed Image Text:The image displays a series of chemical reactions focused on the oxidation of alcohols and aldehydes. Below is a detailed transcription: 1. **Primary Alcohol Oxidation:** - Starting Material: A linear primary alcohol. - Reagents: Sodium dichromate (\( \text{Na}_2\text{Cr}_2\text{O}_7 \)) and sulfuric acid (\( \text{H}_2\text{SO}_4 \)). - Reaction Type: Oxidation. - Outcome: Typically, this reaction oxidizes the alcohol to a carboxylic acid. 2. **Secondary Alcohol Oxidation:** - Starting Material: A cyclic secondary alcohol with an isopropyl substituent. - Reagents: Chromium trioxide (\( \text{CrO}_3 \)) and sulfuric acid (\( \text{H}_2\text{SO}_4 \)). - Reaction Type: Oxidation. - Outcome: Oxidation of the secondary alcohol to a ketone. 3. **PCC Oxidation:** - Starting Material: A bicyclic alcohol ketone. - Reagents: Pyridinium chlorochromate (PCC). - Reaction Type: Selective oxidation. - Outcome: PCC is used to oxidize alcohols to aldehydes or ketones without over-oxidation to carboxylic acids. 4. **Aromatic Aldehyde Oxidation:** - Starting Material: A fluorinated aromatic aldehyde. - Reagents: Sodium dichromate (\( \text{Na}_2\text{Cr}_2\text{O}_7 \)) and sulfuric acid (\( \text{H}_2\text{SO}_4 \)). - Reaction Type: Oxidation. - Outcome: Conversion of the aldehyde to a carboxylic acid. 5. **Swern Oxidation:** - Starting Material: A cyclic alcohol with an aldehyde functional group. - Reagents: 1. Dimethyl sulfoxide (\( \text{DMSO} \)) and oxalyl chloride (\( \text{(COCl)}_2 \)). 2. Triethylamine (\( \text{Et}_3\text{N} \)). - Reaction Type: Oxidation.
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