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    Armando Shehi Sayhellotogoodbye
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    29 views7 pages

    EAS Answers

    Uploaded by

    Armando Shehi Sayhellotogoodbye

    Copyright:

    © All Rights Reserved
    Download as PDF or read online from Scribd
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    of 7
    PAGE 1 Short questions 1-8; 3 points each) 1, Estimate the pK, of the proton indicated. A.50 B.30 (18) D.5 cE wench —— lowe CB seomals oreo 2. Which of the following compounds is likely to adopt a planar conformation? 1 BH malt tie eee N tevahedrol — Cannel be wil go goncn-planwe planw— non pleaey H's lou into ercholte™ 3. Which of the following is the most likely to loose water upon protonation with HCI? A. K B. OH c. oH D. O © | OH Ly none I charg 2 after loss &H2O armalic 4, What would be the major organic product of the reaction scheme shown? 1. Excess MeMgBr O. = ‘OEt 2. pH7 OH oO OMe H Me Me A B c D PAGE 2 5. Which of the following statements about benzene is INCORRECT? A. It undergoes electrophilic substitution reactions rather than electrophilic addition reactions. B. It is less reactive than hexatriene (CH2=CH-CH=CH-CH=CH,) C. The carbon-carbon bond lengths are all the same. Coyne carbon-carbon bond lengths are longer than ethane. shocker 6. (3 points) Which of the following is the best description of a "catalyst"? Catalysts alter the kinetics of a reaction by: A. Making the products more stable Making the reaction more exothermic CQroweing the energy of activation for the reaction Providing a source of fee radicals to i 7. What is the approximate magnitude of aromatic stabilization achieved by a simple compound like benzene? A.5 kcal/mol B. 15 kcal/mol C. 25 kcal/mol( D. 35 kcal/mol 8. Which of the following would be most reactive with Br, in the presence of FeBr;? Oo 6 6 PAGE 3 (9-11; 4 points each) 9. Rank the following compounds in order of increasing oxidation level (1 lowest, 4 highest) CHsCH,OH CHsCHO CHsCO;H CHg-CH, Ze 3 ye 1 10. Of compounds | and Il, __|!__ is the stronger acid and of compounds Ill and IV {| is the stronger base. I! © " O Ml Cr "OS A. land Ill B. land Iv C. Il and Il D. Il and IV 11. Rank the following in order of reactivity in electrophilic aromatic substitution OFH CFs CH CHF OO O oO fe eet tat tre CRREELE EE ORCtttERE Cis) MOST LEAST REACTIVE REACTIVE Page 4 12. (30 points) Design syntheses of compounds | and II (15 points each). 9 OH ear > A ! " + SS Ba > You may only use the carbon containing starting materials in the square bracket Pay careful attention to directing effects in the key reactions that you plan to carry out El on the benzene ring. A clear retrosynthetic analysis will help in planning the synthetic strategy and will be given partial credit if you don't get all the details of the synthesis completed. I ae

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