PPS 26 solutions - could be: a) Hydrogen Bond Donors b)...

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C357 PPS#26 Solutions Page 1 of 4 1) Provide IUPAC names for each of the following compounds. Be sure to include stereochemical designations, where appropriate. a) 2-bromohexane b) 8-chloro-6-ethyl-3-nonanol c) 2-chloro-4-methyl-1-cyclopentanol d) 7-methyl-4-octanethiol e) 4-bromo-3-mercapto-1-cyclohexanol f) 1-pentoxypentane g) 1-(ethylthio)cyclopentane h) 5-methoxy-2-methyl-1-hexanol i) 1-cyclobutoxy-2-methylcyclopentane j) 1-cyclobutanol k) 8-ethyl-6-methoxy-5,9,9-trimethyl-3-undecanol l) (1R, 3S) 1,2,3,5-tetrachlorocyclohexane 2) For each of the following compounds, rank the indicated bonds in terms of length (1=shortest, 3=longest). a) S H O H b) S O O H c) S H O H C H H H 3 1 2 3 2 1 3 1 2
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Page 2 of 4 3) and 4) and 5) Circle each of the following compounds that you expect to be suitable polar solvents. O S O OH SH O O O OH 5b 4b, 5b 4b, 5b 4b, 5b 4ab, 5a 5b 4ab, 5a 4b, 5b 4ab, 5a 5b (note: too long of carbon chain to be polar! note: numbers/letters refer to #4 and #5 below. 4) For those structures in #3 above, go back and now label those which you believe
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Unformatted text preview: could be: a) Hydrogen Bond Donors b) Hydrogen Bond Acceptors (There may be compounds that satisfy a and b above) 5) For the structures in #3 above, go back and now label those which you believe are: a) Protic Solvents b) Aprotic Solvents Page 3 of 4 6) Rank the following in terms of their acidity (1=most acidic, 3= least acidic). a) O H S H H H H b) O H H H H O H F H H O F F F H c) O H O H O H F F F F F F d) O F F F H O Cl Cl Cl H O Br Br Br H 2 1 3 3 2 1 1 2 3 1 2 3 7) Predict the products of each of the following reactions. a) OH + Na b) OH + Na c) SH + NaOH O-Na + +H 2 O-Na + S-Na + +H 2 + H 2 O Page 4 of 4 8) Predict the products of each of the following reactions. a) Br + Mg b) Br + Mg c) + Mg O O Br O MgBr MgBr MgBr 9) Predict the products of each of the following reactions. a) MgBr + b) MgBr + c) + O O MgBr O H O H H 3 C O H H 3 C O H...
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This note was uploaded on 03/31/2008 for the course CHEM 3570 taught by Professor Ganem, b during the Fall '06 term at Cornell University (Engineering School).

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PPS 26 solutions - could be: a) Hydrogen Bond Donors b)...

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