CH310M_Iverson_Exam3 - Chemistry 310M/318M Dr. Brent...

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Unformatted text preview: Chemistry 310M/318M Dr. Brent Iverson 3rd Midterm November 29, 2007 NAME (Print): _____________________________ SIGNATURE: _____________________________ Please Note: This test may be a bit long, but there is a reason. I would like to give you a lot of little questions, so you can find ones you can answer and show me what you know, rather than just a few questions that may be testing the one thing you forgot. I recommend you look the exam over and answer the questions you are sure of first , then go back and try to figure out the rest. Also make sure to look at the point totals on the questions as a guide to help budget your time. Note: You must have your answers written in pen if you want a regrade!!!! Please print the first three letters of your last name in the three boxes 10 9 8 7 6 5 4 3 2 (14) (16) (27) (13) (27) (21) (20) (19) (25) (10) (11) (20) (10) (17) (250) 11 1 Page Points Total T Score HW 12 13 14 Total Grade (HW score + Exam Grade) % Honor Code The core values of the University of Texas at Austin are learning, discovery, freedom, leadership, individual opportunity, and responsibility. Each member of the University is expected to uphold these values through integrity, honesty, trust, fairness, and respect toward peers and community. (Your signature) CH 3 CH 2- H R 2 C C H H H-N( i- C 3 H 7 ) 2 RC C H COR' O RC H 2 CR' O RC H 2 CH O RC H 2 CCl O RC H 2 RCH 2 O H HO H ROC O COR' O C H 2 RC O COR' O C H 2 RC O CR' O C H 2 H 4 N CO- H O CH 3 RCH 2 O H 2 H 3 O H-Cl 10 51-7 Compound pK a 4.8 15.7 16 18-20 11 23-25 18-20 13 15-19 40 Acetic acid !-Dicarbonyls !-Ketoesters !-Diesters Water Alcohols Acid chlorides Aldehydes Ketones Esters LDA Alkanes Terminal alkynes 25 Terminal alkenes 44 9.2 Ammonium ion Hydronium ion Hydrochloric acid Protonated alcohol-2-1.7 H 3 N 10.8 Ethyl ammonium ion CH 2 CH 3 Signature_________________________ Pg 1 _____________(15) 1. (15 pts) Circle all the True statements. (Do not circle any false statements) You may notice that many of these resemble rules of the day! A) E2 reactions involve an anti-periplanar arrangement of a hydrogen atom and leaving group in the key intermediate. B) E2 reactions involve an anti-periplanar arrangement of a hydrogen atom and leaving group in the transition state. C) An S N 2 reaction on a primary alkyl halide has a lower overall energy barrier compared to an S N 1 reaction on a primary alkyl halide, because in an S N 2 reaction the nucleophile actually assists in breaking the carbon leaving group bond, while in an S N 1 reaction the carbon leaving group bond must break on its own. D) For cyclohexyl halides , the requirement for an anti-periplanar transition state geometry in an E2 reaction means that the halide leaving group must be axial, never equatorial....
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CH310M_Iverson_Exam3 - Chemistry 310M/318M Dr. Brent...

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