exam 1 key - molecules N N N O N O O N N N N N N O O N O O...

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Chemistry 310M/318M Dr. Dionicio Siegel 1st Midterm June 20, 2011 Name (print): _K E Y _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ ____________ Signature: ____________________________________ Only write on the sheets provided. Note: You must have your answers written in blue or black pen if you might want a regrade. Do not use red ink!!
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Problem 1. (10 points) _____ 2. (10 points) _____ 3. (16 points) _____ 4. (12 points) _____ 5. (12 points) _____ 6. (21 points) _____ 7. (12 points) _____ 8. (18 points) _____ 9. (9 points) _____ 10. (10 points) _____ Total _______/130 Total + HW _______ T-score
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2) Provide the IUPAC names for the following molecules. 1) Draw Lewis structures for the following molecules. H 2 CN 2 NO 3 - F C N N H H C N N H H N O O O trans -3,4-dimethyl-5-decene 1-ethyl-3-fluorocyclohexane
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3) Match the molecules on the left with their associated pKa on the right. OH O H O H H S O O OH HO F H N H H H H OH OH N H H H 4.76 3.2 38 -1.74 15.9 -5.2 9.95 9.24
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4) Draw the p orbitals corresponding to the bonds of the following molecule. 5) Assign R or S where appropriate to the following molecules. H I Br Cl F O H S R S
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6) Show the most significant resonance structures for the following
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Unformatted text preview: molecules. N N N O N O O N N N N N N O O N O O N O O • 7) For the following sets of molecules, rank their relative acidities with 1 being the most acidic and 3 being the least. Cl HO Br HO F HO F CH 3 OH CH 3 SeH CH 3 SH HC CH H 2 C CH 2 H 3 C CH 3 HBr HI HCl 1 2 3 1 2 3 1 2 3 1 2 3 8) Draw the following molecules in their two chair forms, and indicate the most stable structure. equal energy equal energy lower energy lower energy 9) Determine the stereochemical relationship between the following isomers. Write D for diastereomers, E for enantiomers, or S if the molecules are the same. Cl Cl Cl I I I Br I Br I I Br D S D D D S E D D 10) The following steroid, ethinyl estradiol, is a major component of the birth control pill ORTHO TRI-CYCLEN ® . Assign the proper hybridization of each atom by writing sp, sp 2 , or sp 3 in the appropriate boxes. HO H H H OH sp 2 sp 2 sp 3 sp 3 sp...
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exam 1 key - molecules N N N O N O O N N N N N N O O N O O...

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