1. Today, 9/30: “Esterification” Grignard reactions Next Tuesday, 10/7: Conclusion of Grignard. Following Tuesday 10/14: Practice. Introduction to Unknowns. Midterm 2:10 – 4pm in your lab (5 Problems. Total: 100 Pts.) Do Sample Midterms. Review/study labs with calculations and problems and our lab lectures. October 22, 6 – 9 pm, Family Science Night at Oak Grove Middle School!

2. Methyl Benzoate Synthesis

3. 1.General properties of esters? 2.Compare the boiling points of carboxylic acids and esters of similar molecular weight and explain. 3.Examples of esters in biological systems? Esters and Esterifications

4. Salicin and Aspirin Salicin in willow bark (Salix)

5. 1.What are the advantages of "boiling under reflux”? 2.What was the purpose of each of the following extraction steps: 1. rinsing with water 2. then extracting with sodium bicarbonate solution 3. extracting with sat. sodium chloride solution? 3.In our extraction with ether, which was the organic layer, top or bottom? 4. What would the H-NMR of methyl benzoate look like? Our Esterification Procedure

6. Grignard Give a definition of "Grignard reagents". Which products do you obtain from the reaction of a Grignard reagent with a carbonyl group followed by hydrolysis? from an aldehyde from a ketone from an ester… ? What type of a reaction is it ….?

7. RMgX – Ether Complex

8. Chlorophyll a Grignard reagents are metal-organic compounds. Other examples of metal-organic compounds? Are there any in nature?

9. Grignard Our multistep synthesis of triphenyl methanol, starting with the synthesis of our Grignard reagent: Grignard Adduct

10. Write the structure of the product obtained if our Grignard reagent reacts with a) water b) methanol c) benzoic acid d) carbon dioxide e) acetone f) formaldehyde

11. Thin Layer Chromatography is an example of chromatography. Do you know other types of chromatography? What is common to all types of chromatography? TLC

12. What is the moving phase, the stationary phase in our TLC? What type of information do we expect from our TLC? TLC

13. Next Tuesday: Conclusion of Grignard. MiniQuiz!