Question

Mechanism for step 1 (week 2) - This should be detailed showing all the curved arrows and correct molecular structures for reactants, intermediates and product(s) for the TA to correct. (Aldol project: as you have unknowns, show the mechanism using use generic structures i.e. –R groups.).

mechanism (incl ude all arrows), results, discussion and conclusions. Check to ensure the , Uomplete accuracy of all information presented and list references as appropriate. Detailed project information 1. Preparation of exo-exo-5,6-bis(methoxycarbonyl)-7- oxabicyclo[2.2.1)hept-2-ene M.B.; Alty, L.T; Earl, TM. Synthesis of a 7-Oxanorbornene Derivative A Two-Step Sequence Preparation for the Organic Laboratory J Chem Educ 199, 76, 659-660) lll Step 1. Diels-Alder Reaction of Furan and Maleic Anhydride This step was performed in duplicate to ensure that enough crystals were obtained to proceed to Step 2. Reagents were used as received from the supplier without additional purification.Maleic anhydride (approximately 6 g) was ground into pow- der using a mortar and pestle, and a 5 g portion (0.05 mol) was added to a 50 mL round-bottom flask along with a magnetic stirring bar. Tetrahydrofuran (THF) (15 mL) was added to the flask all at once. The flask was stirred until the solid dis- solved. Furan (3.3 mL, 0.045 mol) was added to the maleic anydride solution, and the flask was stirred for several minutes to thoroughly mix the reagents. The flask was sealed with a septum and secured with copper wire. Figure 5-1. Septum-sealed flask secured with copper wire. The solution was allowed to sit undisturbed for one week. Crystals were collected by filtration with a Hirsch funnel, washing with cold THF. A yield of 4.486 g was obtained, mp 116-117 'C. [A literature average yield of 4.7 g is reported, mp 116-117°C.]

Answer 1