Exam 4: Reactions of Alkenes and Alkynes

Draw all the isomeric products formed from the addition of HCl to the following compound. $\mathrm { CH } _ { 3 } \mathrm { CH } = \mathrm { CHCH } = \mathrm { CHCH } _ { 3 }$

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

Draw the structure of the polymer formed from the monomer given below, showing four repeating units.

The following reaction is carried out in cyclohexane with the application of heat. Write the complete equation for the reaction below. If more than one major organic product is expected, draw each one.

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 addition of HX to alkenes, the H adds to the less substituted alkene carbon and the X adds to the more substituted alkene carbon.

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. Refer to Instructions. Suggest structures for A and B.

What type of reactive intermediate is involved in both of the following general reaction types? 1) reaction of an alkene with $Br_2$ in the presence of water to give a bromohydrin 2) two-step hydroxylation of an alkene

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.

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

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:

Instructions: To answer the question(s) below, consider the following reaction: When cyclohexene reacts with chlorine in tetrachloromethane, the following dihalide is formed. Refer to instructions. Since the two chlorine atoms add to opposite faces of the cyclohexene double bond, we say that the reaction occurs with:

What type of reactive intermediate is formed in the reaction of an alkene with HBr to give a bromoalkane?

What type of reactive intermediate is formed in the reaction of an alkene with aqueous acid to give an alcohol?

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.

Predict the major organic product(s) in the reaction below. If more than one major organic product is expected, draw each one.

What alkene would you use to prepare the following alkyl halide?

Lyapolate Sodium, whose structure is shown below, is used as an anticoagulant. Identify the monomer unit(s) in lyapolate sodium.

What type of reaction mechanism accounts for the reaction of an alkene with HBr to give an alkyl bromide?

Instructions: To answer the question(s) below, consider the following reaction: When cyclohexene reacts with chlorine in tetrachloromethane, the following dihalide is formed. Refer to instructions. Provide the IUPAC name for the product of this reaction.