Exam 10: Structure and Synthesis of Alcohols

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What two combinations of Grignard and carbonyl compound can be used to prepare 3-hexanol?

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Provide a common name for the following structure. Provide a common name for the following structure.

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Provide the structure of the major organic product in the reaction below. Provide the structure of the major organic product in the reaction below.

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Complete the following reaction by providing a structure for the necessary starting material. Complete the following reaction by providing a structure for the necessary starting material.

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Provide the structure of the major organic product in the reaction shown below. CH3CH2CH2CHO Provide the structure of the major organic product in the reaction shown below. CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CHO   →

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Provide an acceptable name for the compound below. Provide an acceptable name for the compound below.

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Show how one might prepare 3-methylpentane by beginning with 2-iodobutane and employing the Corey-House reaction.

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What reagent is needed to complete the following transformation? What reagent is needed to complete the following transformation?

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Reaction of ethylmagnesium bromide with which of the following compounds yields a secondary alcohol after quenching with aqueous acid?

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________ is dissolved in water to make the solution sold commercially as rubbing alcohol.

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2-Methylbutan-1-ol is classified as ________.

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Explain why phenol is about 106 times more acidic than methanol. Use appropriate resonance structures as part of your explanation.

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Provide an acceptable name for the compound below. Provide an acceptable name for the compound below.

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

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Provide the major organic product of the following reaction. Provide the major organic product of the following reaction.

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Provide the structure of the major organic product in the reaction shown below. Provide the structure of the major organic product in the reaction shown below.

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Provide the reagents necessary to convert (E)-but-2-ene to meso-butane-2,3-diol.

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Provide the major organic product(s) of the reaction below. Provide the major organic product(s) of the reaction below.

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Provide an acceptable name for the compound below. Provide an acceptable name for the compound below.

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Which is the stronger acid, cyclohexanol or 2-fluorocyclohexan-1-ol?

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