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H₂O OH ď OH 2. Neutralizing work-up H₂O* TSOH, H₂O [a] A mCPBA H₂O* 1. BH-THF 2.H₂O₂, NaOH Bra H₂O 1. OsO. (catalytic) 2. NMO

H₂O OH ď OH 2. Neutralizing work-up H₂O* TSOH, H₂O [a] A mCPBA H₂O* 1. BH-THF 2.H₂O₂, NaOH Bra H₂O 1. OsO. (catalytic) 2. NMO

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
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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Select the missing reagents in the following multistep synthesis. Ignore any inorganic byproducts formed. 'H Š H O H₂O OH @ 1. NaOH, heat 2. Neutralizing work-up 1 H3O+ O TSOH, H₂O O H a A B C D E HOCH2CH2CH₂OH NaOH HOCH2CH2CH₂OH TSOH HOCH2CH2CH₂OH H₂O TSOH, H₂O CH₂OH(2 eq) TSOH
Transcribed Image Text:Select the missing reagents in the following multistep synthesis. Ignore any inorganic byproducts formed. 'H Š H O H₂O OH @ 1. NaOH, heat 2. Neutralizing work-up 1 H3O+ O TSOH, H₂O O H a A B C D E HOCH2CH2CH₂OH NaOH HOCH2CH2CH₂OH TSOH HOCH2CH2CH₂OH H₂O TSOH, H₂O CH₂OH(2 eq) TSOH
O H₂O OH O OH | a Q 2. Neutralizing work-up H3O+ TSOH, H₂O O A B C D E mCPBA H3O+ 1. BH3-THF 2.H₂O2, NaOH Br₂ H₂O 1. OsO4 (catalytic) 2. NMO
Transcribed Image Text:O H₂O OH O OH | a Q 2. Neutralizing work-up H3O+ TSOH, H₂O O A B C D E mCPBA H3O+ 1. BH3-THF 2.H₂O2, NaOH Br₂ H₂O 1. OsO4 (catalytic) 2. NMO
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Step 1: Explanation

Carbonyl compounds having alpha-H undergo condensation in presence of a base to form alpha, beta-unsaturated carbonyl compounds. 

Diols acts as a protecting group for Carbonyl compounds.


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The last reaction is either C, D, or E. 

### Educational Website Content: Chemistry Reaction Pathway #### Reaction Schemes 1. **Cyclohexene to Cyclohexanol Oxidation Reaction:** - **Reactants:** Cyclohexene - **Reagents:** - 1. BH₃·THF - 2. H₂O₂, NaOH - **Product:** Cyclohexanol - **Description:** This two-step reaction involves the hydroboration of cyclohexene followed by oxidation to convert the alkene into an alcohol. 2. **Conversion of Alcohol to Ketone:** - **Reactants:** Cyclohexanol - **Reagent:** NaOH - **Product:** Cyclohexanone - **Description:** This step oxidizes the alcohol group into a ketone. #### Flowchart of Chemical Transformations - **Path A:** - Starting material reacts with NaOH. - The expected product from this step is not specified, but is part of a sequence of transformations. - **Path B:** - Subsequent step with H₂O addition. - **Path C:** - Reaction with HOCH₂CH₂CH₂OH and TsOH, followed by TsOH, H₂O. - **Path D:** - Direct reaction with TsOH, H₂O. - **Path E:** - Reaction involving HgCl₂ and H₂SO₄. #### Diagram Explanation The diagram on the left illustrates chemical structures and reaction arrows, indicating the sequence of transformations from cyclohexene to cyclohexanone through intermediate steps involving hydroboration/oxidation, followed by further conversion. The right side lists potential pathways and reagents that might be used in extended reaction schemes, showing a logical sequence of chemical changes leading to the final products. This reaction overview highlights fundamental organic chemistry processes, showcasing the transformation of starting materials through various reagents to achieve target molecules used in synthetic strategies.
Transcribed Image Text:### Educational Website Content: Chemistry Reaction Pathway #### Reaction Schemes 1. **Cyclohexene to Cyclohexanol Oxidation Reaction:** - **Reactants:** Cyclohexene - **Reagents:** - 1. BH₃·THF - 2. H₂O₂, NaOH - **Product:** Cyclohexanol - **Description:** This two-step reaction involves the hydroboration of cyclohexene followed by oxidation to convert the alkene into an alcohol. 2. **Conversion of Alcohol to Ketone:** - **Reactants:** Cyclohexanol - **Reagent:** NaOH - **Product:** Cyclohexanone - **Description:** This step oxidizes the alcohol group into a ketone. #### Flowchart of Chemical Transformations - **Path A:** - Starting material reacts with NaOH. - The expected product from this step is not specified, but is part of a sequence of transformations. - **Path B:** - Subsequent step with H₂O addition. - **Path C:** - Reaction with HOCH₂CH₂CH₂OH and TsOH, followed by TsOH, H₂O. - **Path D:** - Direct reaction with TsOH, H₂O. - **Path E:** - Reaction involving HgCl₂ and H₂SO₄. #### Diagram Explanation The diagram on the left illustrates chemical structures and reaction arrows, indicating the sequence of transformations from cyclohexene to cyclohexanone through intermediate steps involving hydroboration/oxidation, followed by further conversion. The right side lists potential pathways and reagents that might be used in extended reaction schemes, showing a logical sequence of chemical changes leading to the final products. This reaction overview highlights fundamental organic chemistry processes, showcasing the transformation of starting materials through various reagents to achieve target molecules used in synthetic strategies.
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