Exam 4: Reactions of Alkenes and Alkynes

Circle whichever of the following would be classified as a conjugated diene. == == == ==

Instructions: Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when relevant. Predict and indicate.

Instructions: Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when relevant. Predict and indicate:

Instructions: Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when relevant. Predict and indicate.

To answer the questions below, consider the following information: In an abandoned laboratory has been found a flammable liquid, A, in a bottle bearing only the label "Compound A: C₇H₁₂. Government agents have offered you a considerable sum to determine the structure of this compound. After verifying the molecular formula by elemental analysis, you find that Compound A reacts with 1 mol equiv of hydrogen and, after treatment with acidic KMnO₄, gives the dicarboxylic acid C (see below). Another bottle from the same laboratory is labeled "Compound B (isomer of A)." Compound B also reacts with 1 mol equiv of hydrogen, but yields cyclohexanone after treatment with acidic KMnO₄. What was the other product formed in the KMnO₄ oxidation of B?

Instructions: Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when relevant. Predict and indicate.

Draw two resonance structures for the species below.

Instructions: Predict the structure of the alkene you would use to prepare the folloiwng compounds. There may be more than one answer in some cases. Predict.

MATCH each definition to the term it describes. Place the letter of the term in the blank to the left of the definition. -Refer to Instructions. _____Predicts that in electrophilic additions to alkenes the more stable carbocation intermediate is formed.

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below. Answer the following question(s) about this reaction. Refer to instructions. The reaction mixture would contain a majority of which isomeric product?

The product(s) of the reaction when carried out in an organic solvent would be:

Predict the major product of the following reaction.

Povidone is produced commercially as a series of products having mean molecular weights ranging from about 10,000 to 700,000. Complexed with iodine, povidone yields an iodophor, marketed under the tradename Betadine, which is used as a topical anti-infective. Identify the monomer unit(s) in povidone.

Complete the following reaction $\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { C } \equiv \mathrm { CH } + \mathrm { NaNH } _ { 2 } \longrightarrow$

Instructions: Predict the products of each reaction below. Indicate regiochemistry and stereochemistry when relevant. Predict and indicate.

On the structures provided, draw arrows showing the electron flow in the reaction mechanism for the electrophilic addition of hydrogen bromide to hex-1-yne.

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 $\degree$ C" and "ether" shown in the reaction.

MATCH each definition to the term it describes. Place the letter of the term in the blank to the left of the definition. -Refer to Instructions. _____Assigns priorities to substituent groups on a carbon.

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below. Answer the following question(s) about this reaction. Refer to instructions. Which product is the Markovnikov product?

Alkene chemistry is dominated by what type of reaction?