Problem Set #23 Diene

Problem Set #23 Diene - 3 CH 2 =CH-CH=CH 2 1 mol HBr 45°...

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Organic Chemistry I Problem Set 23 Conjugated Dienes I. Write structural formulas for important products. 1. 2. 3. 4. 5. 6. 1 mol Br 2 CH 2 =CH-CH=CH 2 1 mol HCl Cl 2 h ν NBS 2 mols NaOEt alcohol, heat CH 2 =CH-CHO excess H 2 Pt PBr 3 a. Li b. CuBr c. phenyl iodide CH 2 =CH-CH=CH 2 CH C C CH 3 O C CH H 2 C N excess H 2 Pt CH 2 CH CH 2 CH CH 3 Br K O-t-Bu heat
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7. 8. 9. 10. 11. 12. 13. 14. 15. 16. CH 3 -CH=CH 2 Cl 2 400° CH 3 -CH=*CH 2 NBS light 14 C Where is the C- 14 in the product? Cl 2 400° CH
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Unformatted text preview: 3 CH 2 =CH-CH=CH 2 1 mol HBr 45° C (major) CH 2 =CH-CH=CH 2 1 mol HBr-15° C (major) CH CH H 2 C O + C CH CH C O O O CH 2 =CH-CH=CH 2 O O H H H H + C HC Cl * NBS light Locate C-14 in product 18. 19. butane 1 mol Br 2 light KOtBu heat NBS light KOtBu heat CHO C CH a. O 3 b. Zn/H 2 O ethylene Br 2 CCl 4 1 mol KCN NaOCH 3 heat excess H 2 Pt 50°C, 25atm...
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Problem Set #23 Diene - 3 CH 2 =CH-CH=CH 2 1 mol HBr 45°...

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