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Exam 7: Structure and Synthesis of Alkenes

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Question 51

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Consider molecules with the formula C₁₀H₁₆. Which of the following structural features are not possible within this set of molecules?

A) 2 triple bonds
B) 1 ring and 1 triple bond
C) 2 rings and 1 double bond
D) 2 double bonds and 1 ring
E) 3 double bonds

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Question 52

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Provide the proper IUPAC name for the alkene shown below.

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Question 53

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Carbon-carbon single bonds tend to be ________ and ________ than carbon-carbon double bonds.

Draw the structure of polyethylene.

Draw the structure of poly(tetrafluoroethylene) or Teflon.

Which has the smaller heat of hydrogenation, (E)-2-pentene or (Z)-2-pentene? What is the structural origin of this difference?

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

Consider the constitutional isomers 2-methylbut-1-ene, 2-methylbut-2-ene, and 3-methylbut-1-ene. When each of these alkenes is subjected to catalytic hydrogenation (H₂, Pt) , a single product results. Which of the following best describes the structural relationship among these products?

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

Provide the reagents necessary for carrying out the transformation of 2-methylheptane to 2-methylhept-2-ene.

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

Draw and name the six alkenes which have the molecular formula C₅H₁₀.

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

Provide the proper IUPAC name for the alkene shown below. CH₂=CHCH₂CH₂CH₂CH₃

Provide a series of steps through which 2-methylbutane is converted into 2-methylbut-1-ene?

Dehydrohalogenation of an alkyl halide by treating it with a strong base to yield an alkene product typically occurs by what reaction mechanism?

Does the alkene shown below violate Bredt's rule?

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

What two atomic orbitals or hybrid atomic orbitals overlap to form the C­C π bond in ethylene?

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