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Exam 7: Alkenes and Alkynes

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Question 1

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Choose substituents X and Y (listed in order below) for the following compound so as to make a Z isomer.

A) −Br, −NHCH₃
B) −F, −CHO
C) −I, −OCH₃
D) −COOH, −CH₂NH₂
E) −Br, −COOH

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Question 2

Multiple Choice

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What is the IUPAC name of the following compound?

A) (E) -3-methylpent-3-ene
B) (Z) -3-methylpent-3-ene
C) (E) -3-methylpent-2-ene
D) (Z) -3-methylpent-2-ene

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Question 3

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Draw structures corresponding to each name below. -Draw: (3E)-3,7-dimethylocta-1,3,6-triene

Provide names for each structure below. Be sure to include the cis,trans or E,Z designations where applicable. -Rank each set of substituents using the Cahn-Ingold-Prelog sequence rules by numbering the highest priority substituent 1 and numbering the lowest priority substituent 4. Place the number in the blank below the substituent.

Assign E or Z configurations to each alkene below. -Assign:

Below are all the chemical structures and intermediates involved in a reaction. Why does the rearrangement that results in the formation of product B occur?

Pent-2-ene is an example of a disubstituted alkene. Use this alkene to answer the following question(s). -Refer to instructions. Draw the cis and trans isomers of pent-2-ene and label them.

Draw structures corresponding to each name below. -Draw: trans-4,4-dimethylpent-2-ene

For a compound containing substituents other than hydrogen, the number of hydrogen atoms in the equivalent hydrocarbon formula is determined by _____ from the number of hydrogen atoms present.

Provide names for each structure below. Be sure to include the cis,trans or E,Z designations where applicable. -Name and designate:

Provide names for each structure below. Be sure to include the cis,trans or E,Z designations where applicable. -Name and designate:

Provide names for each structure below. Be sure to include the cis,trans or E,Z designations where applicable. -Name and designate:

The following group is a substituent on a molecule. What is an accepted IUPAC name for this group?

Which of the following substituents has the highest priority according to the Cahn-Ingold-Prelog system?

A compound with the following molecular formula contains two double bonds. What is the correct subscript for H in the formula? C₁₀H_?ClN₂O

Hydride shifts

Assign E or Z configurations to each alkene below. -Assign:

Calculate the degree of unsaturation in the formula below. Show your calculations. caffeine, C₈H₁₀N₄O₂

Alkene chemistry is dominated by what type of reaction?

Predict the major organic product(s) in the reaction below. If more than one major organic product is expected, draw each one. Explain the significance of "35°C" and "ether" shown in the reaction.