2006MidtermExam#2Answers

2006MidtermExam#2Answers - Last Name: First Name: CH 310N...

Info iconThis preview shows pages 1–6. Sign up to view the full content.

View Full Document Right Arrow Icon
Last Name: First Name: CH 310N Spring 2006 Dr. Brian M. Bocknack Midterm Exam #2 Answer Key Thursday, March 23, 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 during the exam, and also when you turn in your exam. Page Page Page 2 (16) 8 (32) 14 (20) 3 (16) 9 (16) 15 (20) 4 (12) 10 (15) 16 (20) 5 (06) 11 (15) 17 (20) 6 (15) 12 (20) 7 (32) 13 (25) Total (300) Including this cover page, 3 blank pages (scratch paper), and the last 4 pages, which contain useful spectroscopic data, a periodic table, and pK a values, this exam contains 24 pages. DO ALL QUESTIONS BEST OF LUCK!!!
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Last Name: First Name: 2 1. (Problem worth 32 points; each part worth 4 points) READ THIS QUESTION CAREFULLY!!! In each part below, circle the structure that best answers the question. In each case, there is only one correct answer. (a) This compound would give a positive Tollens test (formation of a silver mirror upon treatment with Ag 2 O + NH 3 OH + H 2 O + EtOH). OH OH O H O O O (b) This compound contains an imine functional group. H 3 C CH 2 N(CH 3 ) 2 H 3 C NH 2 O N CH 3 OO NH 2 (c) This compound cannot be prepared from cyclohexanone using basic reaction conditions (pH > 7). Acidic conditions (pH < 7) must be employed to prepare this compound from cyclohexanone. HO OH HO OCH 3 CH 3 O OCH 3 HO CN O (d) This compound will undergo racemization upon treatment with base. O CH 3 H HO H O CH 2 CH 3 CH 3 O H CH 3 O CH 3 H Problem #1 continues on Page 3… Page Total
Background image of page 2
Last Name: First Name: 3 (e) This carboxylic acid will have the lowest pK a value. H 3 C OH O Cl OH O OH O Cl Cl OH O Cl Cl Br OH O Br Br (f) This compound will not undergo decarboxylation (loss of CO 2 ) readily upon heating. O OH O OH O O OH O OH O OH O HO OH O O H OH O O (g) This compound will have the lowest C=O stretching frequency in its IR spectrum OH O O O Na O O O O CH 3 Cl O (h) This compound would be most reactive in a nucleophilic acyl substitution reaction. O O O OH O OCH 3 O NH 2 O N(CH 3 ) 2 O End Problem #1 Page Total
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Last Name: First Name: 4 2. (Problem worth 12 points; each part worth 3 points) READ THIS QUESTION CAREFULLY!!! In each part below, a name is given. Draw a structure that corresponds to the name. Write your answer in the appropriate box. (a) 3-Oxohexanoic acid (b) Methyl 3-hydroxybutanoate (c) N -Ethylpentanamide (d) Acetyl chloride End Problem #2 Page Total OH O O OCH 3 OH O H N CH 2 CH 3 O H 3 C C Cl O
Background image of page 4
Last Name: First Name: 5 3. (Problem worth 21 points) READ THIS QUESTION CAREFULLY!!! Nature makes extensive use of thioesters as acylating agents in biosynthetic pathways rather than esters, even though oxygen is far more abundant than sulfur. (The general structure of a thioester is shown below.)
Background image of page 5

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 6
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 18

2006MidtermExam#2Answers - Last Name: First Name: CH 310N...

This preview shows document pages 1 - 6. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online