Exam 20: Carboxylic Acids and Nitriles

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​Draw the mechanism of the conversion of isopropyl nitrile to an amine.

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In order to produce a carboxylic acid as a product of the Grignard reaction,the Grignard reagent reacts with:

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A

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5,5-dimethyl-1,3,6-cycloheptatriene-1-carboxylic acid

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​Draw the mechanism for the preparation of nitriles by dehydration of a primary amide, e.g. ,propanamide,using thionyl chloride.

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Draw: cyanoacetic acid

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Which of the following is not an acyl derivative of a carboxylic acid?

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In a solution of acetic acid ( In a solution of acetic acid (   ) at physiological pH of 7.3,it is most accurate to represent this substance as: ) at physiological pH of 7.3,it is most accurate to represent this substance as:

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Name the following substance.Atoms other than carbon and hydrogen are labeled. Name the following substance.Atoms other than carbon and hydrogen are labeled.

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Explain the differences in acidity between p-methoxybenzoic acid and m-methoxybenzoic acid.

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Draw: 2-propylpentanoic acid

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Draw: 2-propenenitrile

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Even though the para position is one carbon farther from the carboxy group than the meta position,p-cyanobenzoic acid is more acidic than m-cyanobenzoic acid.Explain the differences in acidity between p-cyanobenzoic acid and m-cyanobenzoic acid.

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Which of the following is not a common feature of both carboxylic acids and nitriles?

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Name the following substance.Atoms other than carbon and hydrogen are labeled. Name the following substance.Atoms other than carbon and hydrogen are labeled.

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What is the correct name for the following structure? What is the correct name for the following structure?

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Which labeled peaks would disappear if D2O were added to the sample? Which labeled peaks would disappear if D<sub>2</sub>O were added to the sample?

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