Exam 7: Structure and Synthesis of Alkenes; Elimination

In the group shown below, which of the following alcohols is (are) likely to yield a product where skeletal rearrangement has occurred when treated with sulfuric acid? 3-methyl-3-pentanol, 3,3-dimethyl-2-butanol, 2,2-dimethylcyclohexanol

Which of the following statements best describes the relative bond dissociation energies of the sigma and pi bonds present in the carbon-carbon double bond of an alkene?

Draw all likely products of the following reaction and circle the product you expect to predominate.

Which is the more stable diene shown below? Briefly explain your answer.

Describe the major products of the following reaction and predict which of the products would predominate. Explain and defend your answer.

Which of the following best describes the geometry about the carbon-carbon double bond in the alkene below?

Dehydration of an unknown alcohol with concentrated H₂SO₄ results in the formation of all of the following alkene products. What is/are the possible structures of the original alcohol?

The prostaglandin precursor arachidonic acid has the molecular formula C₂₀H₃₂O₂. Given that arachidonic acid is an acyclic carboxylic acid that contains no carbon-carbon triple bonds, how many carbon-carbon double bonds are present?

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

Draw the structure of poly(tetrafluoroethylene) or Teflon.

Provide the major organic product in the reaction shown below.

Which of the following best approximates the CCC bond angle of propene?

Provide an acceptable name for (CH₃)₂CHCH=C(CH₃)CH₂CH₃.

Dehydrohalogenation of 2-bromobutane in the presence of a strong base proceeds via which of the following mechanistic pathways?

Which of the following best describes the geometry about the carbon-carbon double bond in the alkene below?

Circle the alkene below which has the smallest heat of hydrogenation.

The industrial method of making alkenes is via catalytic cracking. If decane is subjected to these conditions, hexane and 1-butene are one set of possible products. Draw the products in line-angle structures.

Using Zaitsev's rule, choose the most stable alkene among the following.

Provide the major organic product in the reaction shown below.

There are three isomeric methylbutene structures. Draw each of them and then circle the isomer with the highest heat of hydrogenation.