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Ex2Fl07Ans - NAME(Print SIGNATURE Chemistry 310M/318M Dr...

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Chemistry 310M/318M Dr. Brent Iverson 2nd Midterm November 1, 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
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10 9 8 7 6 5 4 3 2 (20) (25) (24) (20) (21) (-) (28) (14) (14) (10) (15) (21) (9) (24) (245) 11 1 Page Points Total T Score HW 12 13 14
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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)
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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
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Pg 1 _____________(20) 1. (5 pts) What is the most important question in organic chemistry? Signature_________________________ 2. (10 pts) Write an acceptable IUPAC name for the following two molecules. Where appropriate, use E and Z or R and S. Where are the electrons? 1 2 3 4 5 6 7 8 1 2 3 4 5 6 7 8 9 10 3. (5 pts) Draw the structure that corresponds to the following name: (4 S ,5 E )-2,3,4,7-tetramethyl-2,5-octadiene (3 E ,5 E ,7 E )-6-isopropyl-2,3,7,8,9-pentamethyl-5-propyl-1,3,5,7-decatetraene (3 E ,5 E ,7 E )-2,3,7,8,9-pentamethyl-6-(1-methylethyl)-5-propyl-1,3,5,7-decatetraene 1 2 3 4 5 6 7 8 9 10 11 (3 E ,5 Z ,7 Z )-1,3,5,7,10-undecapentaene
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Pg 2 _____________(25) Signature_________________________ 5. (2 pt each) A) For each atom indicated, state the hybridization state in the box provided. sp 2 sp 3 H N O NH 3 N S H O O O sp 3 sp 2 sp 2 sp 3 * * * * Ampicillin B) (1 pt. each) On the above structure, put an asterisk next to each chiral center. C) (3 pt. each) The ampicillin structure shown is the single enantiomer used to treat bacterial infections. Given the number of chiral centers you identified, how many total stereoisomers are theoretically possible for the above molecule? 2 4 = 16 D) (3 pt) Is the ionic form of ampicillin shown above the form that predominates at pH 2.0, 7.0, or 13.0?
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