Exam 9: Aldehydes and Ketones: Nucleophilic Addition Reactions

Instructions: Predict the products from the information given for the following question(s). Predict:

Provide IUPAC names for each structure below. Name:

Instructions: a,b-Unsaturated aldehydes and ketones can undergo reaction with nucleophiles at the b carbon, as shown below. Use this information to answer the following question(s). Refer to instructions. This reaction is called a(n) _____ reaction.

Propose a synthesis of Dimestrol starting from p-methoxypropiophenone as the only source of carbon.

Provide IUPAC names for each structure below. Name:

Instructions: Consider the data below to answer the following question(s). Cyanohydrins are important intermediates in the synthesis of a-hydroxycarboxylic acids from ketones and aldehydes. The nitrile functional group can be hydrolyzed by aqueous acid to yield a carboxylic acid. Nitriles can also be hydrolyzed to carboxylic acids using aqueous base. When a cyanohydrin is treated with aqueous base, however, the original carbonyl compound is isolated. Refer to instructions. Identify the electrophile and nucloephile in the reaction of benzaldehyde with hydrogen cyanide.

Instructions: Predict the products from the information given for the following question(s). Predict:

Instructions: a,b-Unsaturated aldehydes and ketones can undergo reaction with nucleophiles at the b carbon, as shown below. Use this information to answer the following question(s). Refer to instructions. Draw a resonance form for the unsaturated carbonyl that accounts for this reactivity.

What is the correct structure for 2-hydroxyacetophenone? a. b. c. d.

Instructions: Predict the products from the information given for the following question(s). Predict:

Instructions: Predict the products from the information given for the following question(s). Predict:

What hemiacetal would form from the internal nucleophillic addition reaction of the following compound?