- Last Name First Name CH 310M/318M TTh 8:009:30(52810/53030 Spring 2006 Dr Brian M Bocknack Midterm Exam#2 Wednesday 7:009:00 p.m Do not open

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Last Name: First Name: CH 310M/318M TTh 8:00 9:30 (52810/53030) Spring 2006 Dr. Brian M. Bocknack Midterm Exam #2 Wednesday, March 22, 2006 7:00–9:00 p.m. Do not open this exam booklet until you are told to do so! This exam is closed book, meaning no books, notes, calculators, or molecular models are allowed. PLEASE WRITE YOUR NAME AT THE TOP OF EACH PAGE !!! Exams written in pencil are not eligible for regrades. Answers written in pencil with ink overlay will not be graded. If you use a pen, only blue or black ink is acceptable. Be prepared to show your valid UT ID card to a proctor when attendance is taken, and also when you turn in your exam. Page Page Page 2 (15) 8 (24) 14 (16) 3 (10) 9 (16) 15 (31) 4 (14) 10 (24) 16 (24) 5 (16) 11 (23) 17 (20) 6 (14) 12 (21) 7 (16) 13 (16) Total (300) Including this cover page, 2 blank pages (scratch paper), and the last page, which contains a periodic table (including electronegativity values), this exam contains 20 pages. DO ALL QUESTIONS BEST OF LUCK!!!
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Last Name: First Name: 2 1. (Problem worth 25 points; each part worth 5 points) In each part below, choose the best answer. Write the letter that corresponds to your choice in the box. There should only be one letter in each box. In other words, each question has one choice that is “best.” (a) In lecture, we spent a bit of time discussing the three dimensional conformations of various cycloalkanes. Which cycloalkane listed below exists preferentially in an “envelope ” conformation? A. Cyclopropane B. Cyclobutane C. Cyclopentane D. Cyclohexane E. Cycloheptane (b) The structure of the molecule (2 R ,3 R )-2-bromo-3-chlorobutane is shown below: H 3 C CH 3 Br Cl H H (2 R ,3 R )-2-Bromo-3-chlorobutane Suppose the specific rotation of this compound is measured to be 48°. Which compound below will have a specific rotation of +48°. A. (2 S ,3 R )-2-Bromo-3-chlorobutane B. (2 S ,3 S )-2-Bromo-3-chlorobutane C. (2 R ,3 S )-2-Bromo-3-chlorobutane D. It is not possible to determine which compound will have a specific rotation of +48° without additional information (c) A hydrocarbon having molecular formula C 10 H 16 contains only one pi bond. How many rings must also be present within the structure of this molecule? A. 0 D. 3 B. 1 E. 4 C. 2 F. 5 Problem #1 continues on Page 3… Page Total
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Last Name: First Name: 3 (d) Consider the condensed structural formula shown below. Please note that this structure is drawn in a way that is not meant to show stereochemistry clearly and unambiguously: H 2 C C C C CH 2 CH CH 3 OH CH 3 CH 3 CH 3 How many stereocenters are present in this structure? A. 0 D. 3 B. 1 E. 4 C. 2 F. 5 (e) An amine can act as a Brønsted Lowry base; in reaction with an acid, protonation occurs on nitrogen. Suppose you have a racemic mixture of 1-phenylethylamine that you wish to resolve into its component enantiomers. The structure of 1-phenylethylamine is shown below; the one chiral center is marked with an asterisk: (±)-1-Phenylethylamine NH 2 H 3 C * Which carboxylic acid shown below will react with (±)-1-phenylethylamine to yield a mixture of diastereomeric salts that will likely be separable due to differences in physical properties?
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This note was uploaded on 07/16/2008 for the course CH 310M taught by Professor Iverson during the Spring '05 term at University of Texas at Austin.

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- Last Name First Name CH 310M/318M TTh 8:009:30(52810/53030 Spring 2006 Dr Brian M Bocknack Midterm Exam#2 Wednesday 7:009:00 p.m Do not open

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