Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 21, Problem 1LGP

In “The Chemistry of... Complex Cross Couplings” we showed a Heck reaction used in the synthesis of ecteinascidin 743, a natural compound with anticancer activity isolated from the marine tunicate Ecteinascidia turbinate. Write a mechanism for this reaction, using P d L 2 to represent the palladium catalyst and abbreviating the complicated structures of the ecteinascidin synthetic intermediates as appropriate.

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6. Match each of the lettered items in the column on the left with the most appropriate numbered item(s) in the column on the right. Some of the numbered items may be used more than once and some not at all. a. Z = 37 1. b. Mn 2. C. Pr element in period 5 and group 14 element in period 5 and group 15 d. S e. [Rn] 7s¹ f. d block metal 3. highest metallic character of all the elements 4. paramagnetic with 5 unpaired electrons 5. 4f36s2 6. isoelectronic with Ca²+ cation 7. an alkaline metal 8. an f-block element
Draw all formal charges on the structures below as is and draw 1 resonance structure that is more stable.
Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

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