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ORGANIC CHEMISTRY LECTURE CHY 251(02) Prelim I, 9/26/06 _ _ _ KEY _ _ _ The following section consists of 25 multiple choice questions. Select the one response which best answers each question. (3 pts/question) 1. Which one of the following elements cannot form molecules using sp hybridization? (a) Beryllium (b) Carbon (c) Nitrogen (d) Oxygen 2.  There are _ _ _ _ _  ethers , all  structural   (constitutional) isomers, with the formula  C 4 H 10 O.  (a) 1 (b) 2 (c) 3 (d) 4 (e) 5 *Diethyl ether, methyl propyl ether, and methyl isopropyl ether 3. The species below that represents a carbocation is _ _ _ _ _ . (a) CH 3 -CO 2 - (b) NaNH 2 (c) (CH 3 ) 3 C + (d) - CH(CO 2 CH 3 ) 2 (e) (CH 3 ) 3 C . 4. Based on your knowledge of molecular shape and hybridization, predict which one of the following molecules would NOT be a planar compound .      (a) (b) (c) (d) BF 3 C C H Br Br H CH 3 -O-CH 3 5. Which of the following compounds has(have) a (Z)- stereochemistry of the double bond?               Br H H HO NC A B C (a) A (b) B (c) C (d) A, B (e) B, C (f) All of them
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6. Which compound below contains both covalent and ionic bonds?? (a) PHBr 2 (b) CH 3 NH 2 (c) B(CH 3 ) 3 (d) NF 3 (e) KOCH 3    7. Which one of the following is NOT a correct statement? (a) Head-to-head overlap of two p-orbitals is more effective and forms a stronger bond than side-to-side overlap of two p-orbitals. (b) Unlike the alkanes, alkenes cannot undergo carbon-carbon bond rotation. (c) Sigma bonds possess greater bond energy than do pi bonds. (d) Kekule, condensed, and shorthand structural formula attempt to accurately portray the three-dimensional geometry of a molecule. (e) Tetravalent carbon results in compounds with greater bond energy than divalent carbon compounds. 8. Which diagram below best represents the shape of a single sp 3 - orbital? (a) (b) (c) (d) 9. Which one of the following compounds has the shortest carbon-carbon bond?       
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This test prep was uploaded on 04/18/2008 for the course CHY 251 taught by Professor Jensen during the Fall '06 term at University of Maine Orono .

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