Exam 7: Structure and Synthesis of Alkenes; Elimination

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

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1) Br2, hν
2) NaOH, acetone

Provide the proper IUPAC name for the alkene shown below. Provide the proper IUPAC name for the alkene shown below.

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(Z)-5-chloropent-2-ene

By what mechanism does cyclohexanol react when treated in sulfuric acid and what compound results?

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E

Provide an acceptable name for (CH3CH2)2CHCH2CH=CH2.

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Does the alkene shown below violate Bredt's rule? Does the alkene shown below violate Bredt's rule?

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Provide the structure of the monomer from which PVC or poly(vinyl chloride) is made.

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Circle all atoms that are coplanar in the molecule below. Circle all atoms that are coplanar in the molecule below.

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

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

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Name the alkene shown. Be sure to include the appropriate E or Z label necessary. Name the alkene shown. Be sure to include the appropriate E or Z label necessary.

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Provide the structure of (Z)-1-chloro-1-fluoro-1-butene.

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The compound produced when 3-methylpent-2-ene undergoes hydrogenation in the presence of a platinum catalyst is ________.

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How many elements of unsaturation are implied by the molecular formula How many elements of unsaturation are implied by the molecular formula

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Propose a detailed, step-by-step mechanism for the reaction pathway shown below. Propose a detailed, step-by-step mechanism for the reaction pathway shown below.

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Alkenes ________.

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Identify the major product of the reaction below. Identify the major product of the reaction below.

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One of the products that results when 3-bromopentane is heated in methanol is pent-2-ene. Draw the reaction and provide a mechanism.

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Which of the indicated carbon-carbon bonds is shorter? Which of the indicated carbon-carbon bonds is shorter?

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Compare the relative heats of hydrogenation of cyclobutene and cyclopentene and explain the difference in magnitude.

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Name the alkene shown. Be sure to include the appropriate E or Z label necessary. Name the alkene shown. Be sure to include the appropriate E or Z label necessary.

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