MC8. Which of the following reagents will form the bicyclic diketone, 8?
provide a synthetic route for the preparation of the bicyclic alkane from the diketone (max 3 steps) Ph
(3 pts) 1. Consider the following B-diketone compound with three a carbons: A. Which a carbon has the most acidic protons: al, 2 or 3 B. Draw one enol tautomer of this B-diketone. C. Draw two resonance structures of the enolate that is formed after this B-diketone is treated with Na' OCH.CH
qustun 4 11 point) Which of the following bicyclic ring systems can be prepared by an intramolecular Robinson annulation? o of of OW O III ON Question 5 (1 point) What product (including stereochemistry) is formed in the following intermolecular reaction? [1] NaoMe, MeOH [2] H30
a) Which of the following reagents will reduce p-nitrotoluene to p-methylaniline? b) Which of the reagents in #8 will convert p-nitrotoluene to p-nitrobenzyl bromide? c) Which reagent in #8 will convert p-nitrotoluene to p-nitrobenzoic acid? A. W-K B. H2CrO4 C. H2, Ni D. NBS, light
5 (20 pts) (a) Propose a reasonable synthesis, using indicated diketone as starting material. ri and any C4 or less starting materials (SMS) (any reagents are allowed) Hint: as a C3 SM use (6) Propose two syntheses, which will use two distinct methods for construction of the 6-membered ring (1) Crossed-Claisen condensation and (2) Claisen condensation(s). 0 0 selor must use this reagent plus any acyclic Cg or less
5. What alkene will produce the following diketone upon treatment with ozone, followed by Zinc and Acetic Acid?
Which of the following are Michael ACCEPTORS? aldehyde ketone ester amide nitrile nitro beta-diketone beta-ketoester beta-ketonitrile beta-diester enamine amine QUESTION 2 Which of the following conditions will give you the thermodynamic product? 1.1 eq LDA 0.9 eq LDA QUESTION 3 Which of the following conditions will give you the kinetic product? 1.1 eq LDA 0.9 eq LDA QUESTION 4 Which of the following is the thermodynamic product? ОН о ОН о QUESTION 5 Which of the following is the kinetic...
Synthesize the following diketone. All carbons in the product must come originally from molecules of methanol. CH OH
2. Give the systematic names for each of the following bridged bicyclic compounds. Refer to textbook if necessary.
How does a diketone react with a strong acid? 1. (2) Complete the following reactions by drawing the structure of the principal organic product formed O H3PO4 EtOH heat