Н,С. НаС. OH CH3 ОН 3,4-epoxy-4-methyl- cyclohexanol ОН 1,2-dimethyl- 1,4-cyclohexanediol

Treatment of cis-4-bromocyclohexanol with HO− affords compound Aand cyclohex-3-en-1-ol. Treatment of trans-4-bromocyclohexanol under the same conditions forms compound B and cyclohex-3-en-1-ol. A and Bcontain different functional groups and are not isomers of each other.Propose structures for A and B and offer an explanation for theirformation.

Predict the product from reaction of 1-hexyne with the following reagents: a)NaNH2 in NH3, then CH3Br b) BH3 in THF, then H2O2OH-

Which of the following alcohols reacts fastest with HBr to give the corresponding alkyl bromide? 2-methyl-2-propanol O2-propanol methanol ethanol

A student wanted to synthesize 4-(5-methylhex-3-yn-1-yl)phenol. The student's key step was to be the SN2 reaction of an acetylide with 4-(2-bromoethyl)phenol. However, the student isolated none of the desired product. What went wrong? Draw the two products the student isolated instead. Assume a 1:1 mixture of reagents. Br 4-(2-bromoethyl)phenol но HO :c=C- 4-(5-methylhex-3-yn-1-yl)phenol acetylide Draw the two products the student isolated instead. Select Draw Rings More Erase C H Br

A key step in the synthesis of naproxen, an NSAID more commonly known by its brand name, Aleve (Section 3.9), is a coupling reaction of 2-bromo6-methoxynaphthalene to form 2-methoxy-6-vinylnaphthalene. Show three different coupling reactions, and the required reagents, that could be used to carry out this step.

To obtain 2,4,4-trimethyl-2-pentanal, write down the reaction mechanism using 2,2-dimethylpropanal and other necessary reagents.

Propose a synthesis for the following compounds. As starting materials, you may use cyclopentanol, alcohols containing no more than four carbon atoms, and any reagents and solvents. Trans-cyclopentane-1,2-diol.

Would you expect 1-methyl-1-cyclohexanol to dehydrate at a faster or slower rate than cyclohexanol? Explain your answer by referring to the mechanism of the reaction. Explain step by step in details.

You attempt to synthesize ethyl isopropyl ether using the following scheme, but you find that you are getting a large amount of some minor product. Br NaOCH2CH3 HOCH,CH3 a) What is the side product you are forming and what would be a better way to synthesize ethyl isopropyl ether? b) What would be the major product of the following reaction? Br NaOCH,CH3 HOCH,CH3