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Exam 8: Alcohols, Phenols, Ethers, and Their Sulfur Analogs

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Question 1

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Instructions: Consider the Grignard reaction below to answer the following question(s). -Refer to instructions. The nucleophile in this reaction is indicated by letter _____.

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Question 2

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Instructions: Give the major organic product(s) of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Write the product(s):

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Question 3

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Instructions: Draw structures corresponding to each of the following IUPAC names. -Draw: Dicyclohexyl sulfide

Choose the best reagent for carrying out the following reactions from the list below. Place the letter of the reagent(s) in the box over the reaction arrow. Only one letter per box. A)m-ClC₆H₄CO₃H B)H₂/Pd C)warm H₂SO₄/H₂O D)PCC, CH₂Cl₂ E)LiAlH₄ in ether, then H₃O⁺ F)NaOH, heat

Instructions: Consider the Grignard reaction below to answer the following question(s). -Refer to instructions. The electrophile in this reaction is indicated by letter _____.

Instructions: Provide correct IUPAC names for each of the structures below. -Name:

Instructions: Give the major organic product(s) of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Write the product(s):

Instructions: Give the major organic product(s) of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Write the product(s):

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

Instructions: Give the major organic product(s) of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Write the product(s):

Instructions: Draw structures corresponding to each of the following IUPAC names. -Draw: cyclopropyl ethyl sulfide

Instructions: Draw structures corresponding to each of the following IUPAC names. -Draw: 2, 4, 6-trinitrophenol

A useful and general method for the synthesis of alcohols is the addition of Grignard reagents to carbonyl compounds. Show what Grignard reagent and what carbonyl compound you would start with to prepare each alcohol below. List all possibilities.

Instructions: Draw structures corresponding to each of the following IUPAC names. -Draw: 3-methylbut-2-en-1-ol

Instructions: Give the major organic product(s) of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Write the product(s):

Instructions: To answer the following question(s), consider the reaction below. -Refer to instructions. On the templates provided below, draw both conformations of the alcohol product. Circle the least stable conformation.

Instructions: Draw structures corresponding to each of the following IUPAC names. -Draw: 2-phenylpropan-2-ol

Which of the following are ethers?

Instructions: Consider the reaction below to answer the following question. -Refer to instructions. On the structures provided below draw arrows showing the mechanism of step two of this reaction.