organic midterm 2 practice

organic midterm 2 practice - Name TUID H—R Chemistry...

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Unformatted text preview: Name TUID H—R Chemistry 2201. MWF 940-1030. Practice Midterm 11. Chapters 1-8. 1. Which mechanism does this reaction undergo? Nal —>'Br ——_—> OH DMSO a. 8N2 mechanism b. E] mechanism c. E2 mechanism d. SN} mechanism 2. A student wants to perform the following reaction as an experiment in the laboratory. What type of solvent would be best for it to proceed rapidly through an SNZ mechanism? HO + H0- W 6 3. What type of reaction is shown below? Cl a. a polar protic solvent b. a polar aprotic solvent c. Both of the above (1. No solvent is necessary Br CH3 _ terfBuOH + 0 CH3 ————.. CH3 a. a substitution reaction b. an addition reaction c. an elimination reaction d. a halogenation reaction 4, What reagents would you use to perform the following transformation? HCECH __.. i l. CH3CH2C1 2. H2, LindlaI Catalyst 1. NaNHz, NH3 2. CH3CH2Cl 3. Li, NH3 1. NaNHz, NH3 2. CH3CH2Br 3. Li, NH3 1.H2,Pd/C 2. NaNHz, NH3 3. CH3CH2BI‘ P-PP‘P’ 5. Which are the best reagents for this reaction? H _\_\i ._CH \O HzO, H2304 . l, Hg(0Ac) 2, H20 2. NaBH4, HO— 1. BH3, THF 2. H202, HO- . None of the above til-90‘?) 6. Which of the following is unreactive as a dienophile in a Dials-Alder reaction? _ o 0 o : Hzc=CH2 —\=O U \ B C D O A 7. Which product in the following reaction is the thermodynamic product? 1+HCIHCKx+ ~<:!: A 8. Given the pKa values of the following process, the equilibrium of this reaction lies: H20 NH'2 —~—> HO' NH3 pKa=15.7 pKa=38 a. Towards the left b. Towards the right c. This reaction does not proceed d. Somewhere in the middle 9. What is the chiral assignment of the indicated carbon 0n the following molecule? HO H N 3.3 \ HZN : \OAO R configuration . It is not a chiral center S configuration . (—) Levorotatory 9.9 Up: 10. How does a meso compound rotate light? a. Depends on the configurations on the asymmetric centers b. Always dextrorotatory c. It does not rotate light d. In all directions at the same time 11. What would be the products of the reactions below? Include any stereochemistry. If there is no reaction, write NR. H2504, H20 H2, Lindlar Catalyst <— \ ——> H9804 \ /HaCH2| V HBr 12. Predict the major product of the following reaction and provide a suitable curly arrow mechanism for your answer. gee» 13. In one sentence, describe why this reaction does not take place as written. 1. BHs, THF 2. r1102, HO‘ 14. Which of these alkyl halides are most reactive towards the 8N2 mechanism? Explain your reasoning. Br Br 15. Using any reagents you so desire, propose a synthesis route for the following process, Indicate the product you form with each step of your synthesis. HCECH ——> _\\_\i 16. Propose a product for the following reaction. Provide a suitable curly arrow mechanism for your answer. H20, H2504 17. Provide the correct reagents/structures for the following processes. 1. NaNHZ, NH3 KMno,“ H30+ HCECH ——> —__s. 2. CHaI 1. 2 — 1' H20, H2504 E:i 3 j ———-—p ...
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This note was uploaded on 09/14/2009 for the course CHEM 2201 taught by Professor Davis during the Spring '08 term at Temple.

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organic midterm 2 practice - Name TUID H—R Chemistry...

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