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1. Draw the major organic product of each of the following transformations. Br 1) Mg, dietheyl ether 2) carbon dioxide CH3CN CH3CO₂H 1) CH3CH₂MgBr tetrahydrofuran 2) H3O+ 1) Br₂, P 2) H3O+

1. Draw the major organic product of each of the following transformations. Br 1) Mg, dietheyl ether 2) carbon dioxide CH3CN CH3CO₂H 1) CH3CH₂MgBr tetrahydrofuran 2) H3O+ 1) Br₂, P 2) H3O+

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### Organic Chemistry Problem Set **1. Draw the major organic product of each of the following transformations:** #### Reaction Descriptions: 1. **Bromobenzene Transformation:** - Reagents: 1. Magnesium, diethyl ether 2. Carbon dioxide - Description: This transformation is a Grignard reaction where bromobenzene is converted to a phenylmagnesium bromide and then reacted with carbon dioxide to form benzoic acid. 2. **Nitrile to Ketone Transformation:** - Reagents: 1. Ethylmagnesium bromide, tetrahydrofuran 2. H3O<sup>+</sup> - Description: The nitrile undergoes a Grignard reaction with ethylmagnesium bromide to generate an intermediate that, upon acidic workup, forms a ketone. 3. **Carboxylic Acid Halogenation:** - Reagents: 1. Bromine, phosphorus 2. H3O<sup>+</sup> - Description: The carboxylic acid is first transformed into an acyl halide through halogenation, then it is subjected to hydrolysis to regenerate the carboxylic acid. 4. **Conversion of Alcohol to Acyl Chloride:** - Reagent: SOCl<sub>2</sub> - Description: The alcohol is converted to an acyl chloride using thionyl chloride. 5. **Acyl Chloride to Azide:** - Reagents: NaN<sub>3</sub>, DMF - Description: The acyl chloride is converted to an acyl azide, which may further undergo Curtius rearrangement depending on temperature and conditions. 6. **Cyclohexanone Reduction:** - Reagents: 1. Lithium aluminum hydride (LiAlH<sub>4</sub>), tetrahydrofuran (THF) 2. H3O<sup>+</sup> - Description: The cyclohexanone undergoes reduction to form cyclohexanol. 7. **Amide Reduction:** - Reagents: 1. Lithium aluminum hydride (LiAlH<sub>4</sub>), tetrahydrofuran (THF) 2. H3O<
Transcribed Image Text:### Organic Chemistry Problem Set **1. Draw the major organic product of each of the following transformations:** #### Reaction Descriptions: 1. **Bromobenzene Transformation:** - Reagents: 1. Magnesium, diethyl ether 2. Carbon dioxide - Description: This transformation is a Grignard reaction where bromobenzene is converted to a phenylmagnesium bromide and then reacted with carbon dioxide to form benzoic acid. 2. **Nitrile to Ketone Transformation:** - Reagents: 1. Ethylmagnesium bromide, tetrahydrofuran 2. H3O<sup>+</sup> - Description: The nitrile undergoes a Grignard reaction with ethylmagnesium bromide to generate an intermediate that, upon acidic workup, forms a ketone. 3. **Carboxylic Acid Halogenation:** - Reagents: 1. Bromine, phosphorus 2. H3O<sup>+</sup> - Description: The carboxylic acid is first transformed into an acyl halide through halogenation, then it is subjected to hydrolysis to regenerate the carboxylic acid. 4. **Conversion of Alcohol to Acyl Chloride:** - Reagent: SOCl<sub>2</sub> - Description: The alcohol is converted to an acyl chloride using thionyl chloride. 5. **Acyl Chloride to Azide:** - Reagents: NaN<sub>3</sub>, DMF - Description: The acyl chloride is converted to an acyl azide, which may further undergo Curtius rearrangement depending on temperature and conditions. 6. **Cyclohexanone Reduction:** - Reagents: 1. Lithium aluminum hydride (LiAlH<sub>4</sub>), tetrahydrofuran (THF) 2. H3O<sup>+</sup> - Description: The cyclohexanone undergoes reduction to form cyclohexanol. 7. **Amide Reduction:** - Reagents: 1. Lithium aluminum hydride (LiAlH<sub>4</sub>), tetrahydrofuran (THF) 2. H3O<
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