is the only strong oxidizing agent listed. It is strong enough to oxidize the primary alcohol even further to a carboxylic acid product. The rest of the compounds listed are weak oxidizing agents or reducing agents.

This reaction is an electrophilic addition reaction with an alkene. This is one of many alkene addition reactions that can add an -OH group onto your starting material. The key aspect of an hydroboration-oxidation reaction is the anti-Markovinikov addition to the double bond. The -OH group should be on the least substituted of the two carbons that originate from the double bond. In light of this information, the answer is 2-cyclohexanol.

This reaction involves a very strong reducing agent in lithium aluminum hydride, . LAH converts ketones, aldehydes, esters, and acid chlorides into alcohols. This reaction changes the carbonyl group into a hydroxyl group. As a result, the final answer is 2-butanol.

This is an example of a Grignard reaction that requires the use of an ester or acid chloride, and more than one equivalent of an organometallic. The second step would be to react the product of the first step in an acidic source.

In the HVZ reaction of a carboxylic acid, a bromine is added to the alpha carbon. Phosphorus catalyzes the reaction and allows for the formation of an acyl halide. Acyl halides readily undergo enol-ketone tautomerization. The enol form uses electrons from the carbon-carbon double bond to bond to the bromine. In water, the two bromine molecules convert back to a carboxylic acid with one bromine on the alpha carbon.

This question tests knowledge on carboxylic acid derivatives and the formation of the carboxylic acid derivatives. , or thionyl chloride, reacts with a carboxylic acid to form an acid chloride. The choice that replaces the  with a . The reaction also expels .

5-hydroxyvaleric acid (5-hydroxypentanoic acid) is a five-carbon carboxylic acid alcohol and will produce the required lactone. This reaction is typically acid-catalyzed. Pentanedioic acid (glutaric acid) is a linear dicarboxylic acid, 4-hydroxybutyric acid only has four carbons and will not produce the desired product without being modified.

The  group replaces the halogen as the halogen is a better leaving group. Lithium aluminum hydride is a strong reducing agent. It takes nitrogen-nitrogen bonds and allows for nitrogen hydrogen bonds to be formed instead. A primary nitrogen is bonded to two hydrogens and one R group. After reduction, a primary amine is formed.

The reaction given is for the nucleophilic addition of a secondary amine to a ketone. Below is the mechanism for this acid catalyzed reaction:

The protonation of the hydroxyl group makes it a better leaving group.