C344 Lab Final

Starting material and final product of Green Oxidation:

Benzyl alcohol ; benzaldehyde

Starting material and final product of Nitration Experiment:

Salicylic acid ; 5-nitrosalicylic acid

Starting material and final product of Wittig Reaction:

trans-Cinnamaldehyde ; (E,E)-1,4-diphenyl-1,3-butadiene

Starting material and final product of DEET:

m-toluic acid ; N-N-diethyl-m-toluamide (DEET)

Starting material and final product of Chalcone:

Acetophenones ; reduced acetophenone

Starting material and final product of FAMES:

Cooking oil ; fatty-acid methyl-esters

What reaction does the Green Oxidation experiment use?

Copper-based aerobic oxidation

What reaction does the DEET experiment use?

Schotten-Baumann

What reaction does the Chalcone experiment use?

Aldol-condensation reaction

What reaction does the FAMES experiment use?

Trans-esterification reaction

What is the purpose of making the (E,E) product in the Wittig reaction?

To use in the Diels-Alder reaction to make p-terphenyl

What is the larger purpose of the Nitration reaction?

Synthesizes Mesalazine ; active species in treating Crohn’s disease and ulcerative colitis

What is a triglyceride synthesized from?

A glycerol backbone and 3 equivalents of carboxylic acid

What ratios of fatty acids make up most vegetable oils?

18:1 and 18:2

FAMES: What is the role of BF3 in the transesterification reaction?

It is a catalyst that speeds up the reaction

FAMES: What are the two methods for removing fatty acids from triglycerides?

Hydrolysis and trans-esterification

DEET: A carboxylic acid is first converted into what in this experiment?

Acid / acyl chloride

Wittig: What is the electrophile in this reaction?

trans-Cinnamaldehyde

Nitration: What is the electrophile in this reaction?

The nitronium ion

Green Oxidation: What are the requirements for an oxidizing agent to be considered ‘green’?

Be non-toxic ; have by-products of its use that are not harmful to the environment