Consider the following alcohol, A. When reacted with one (or a combination of two) reagents in the "reagent box," A can be transformed into a variety of different molecules. H HO NaH: DMF POCI3 excess Nal DMSO SOBr₂ .Н PCI HO HO A Reagent Box 11 cat. H₂SO4 H₂O: acetone to PBr3 POBr3 List a reagent (or combination of two) from the reaction box capable of transforming A into the products given below. Note: there are many possible answers! Br excess SOCI₂ TSCI НО 18 CI OH
Consider the following alcohol, A. When reacted with one (or a combination of two) reagents in the "reagent box," A can be transformed into a variety of different molecules. H HO NaH: DMF POCI3 excess Nal DMSO SOBr₂ .Н PCI HO HO A Reagent Box 11 cat. H₂SO4 H₂O: acetone to PBr3 POBr3 List a reagent (or combination of two) from the reaction box capable of transforming A into the products given below. Note: there are many possible answers! Br excess SOCI₂ TSCI НО 18 CI OH
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:### Chemical Transformation of Alcohol A
**Overview:**
Consider the following alcohol, A. When reacted with one (or a combination of two) reagents in the "reagent box," A can be transformed into a variety of different molecules.
**Structure of Alcohol A:**
- Chemical formula: HO—(CH₂)₄—OH
**Reagent Box:**
The reagent box contains the following reagents:
- NaH, DMF
- NaI, DMSO
- \( \text{SOBr}_2 \)
- \( \text{POCl}_3 \) (with pyridine)
- \( \text{PCl}_5 \)
- \( \text{PBr}_3 \)
- \( \text{POBr}_3 \) (excess, with pyridine)
- \( \text{SOCl}_2 \)
- TsCl (with pyridine)
- \( \text{Cl—} \text{C} \stackrel{||}{\text{O}} \text{C—} \text{O} \stackrel{||}{\text{O}} \text{C—} \text{Cl} \) (with benzene, excess)
- \( \text{cat. } \text{H}_2\text{SO}_4 \), \( \text{H}_2\text{O}_2 \), acetone
**Products and Reagents:**
List a reagent (or combination of two) from the reaction box capable of transforming \( A \) into the products given below. Note: there are many possible answers!
**Possible Products:**
1. **HO—(CH₂)₄—I:** An alcohol-to-iodine transformation.
2. **HO—(CH₂)₄—Br:** An alcohol-to-bromine transformation.
3. **Cl—(CH₂)₄—Cl:** An alcohol-to-chlorine transformation on both ends.
4. **\( \text{O} \stackrel{||}{\text{C}} \text{(CH₂)₃} \text{C} \stackrel{||}{\text{O}} \text{H} \):** A dicarboxylic acid derivative.
5. **\( \text{C} \stackrel{||}{\text{C}} \text{(CH₂)₂}
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