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215 CHEM Descriptive Inorganic Chemistry Syllabus Fall 2006 Professor Rachel Narehood Austin Office: Dana 320 Lab: Dana 316 Contact info: raustin@bates.edu, 786-6295 Class meeting times: M, W, F 1:10-2:30 Class location: Dana 300 Scheduled office hours: Tuesday 9-10, Friday 10:50-11:30 In this course, we have the privilege of exploring the periodic table and deepening our appreciation for the chemistry of the elements. We will boldly go where we did not go in introductory chemistry while developing and applying the tools learned in CHEM 107 and 108. We will spend time studying the rich and varied chemistry of the transition metal elements and learning how the electronic structure in coordination complexes differs from that of molecules studied in organic chemistry or introductory chemistry and how these differences affect reactivity. We will refine out understanding of theoretical concepts established in introductory chemistry in order to better appreciate the structure and reactivity of specific elements and their compounds. Topics Relevant Sections in the Textbook Background Chapters 1 and 2 Periodic table: A guiding organization tool for The Periodic Kingdom, chemists The structure of solids Chapters 3 & 18 Tools of inorganic chemistry Chapters 4, 5, & 6 Lewis Acid/Base chemistry Reduction/oxidation (pE) Spectroscopy Mid Term Exam I (October 16th) CH 3-6 & 18 Transition metal chemistry the elements of Chapters 8, 19, 20 choice for reactivity (for both humans and nature) structure of coordination complexes, metal ligand preferences, crystal field theory and ligand field theory Mid Term Exam (November 24th) Free choice: one of the frontiers of inorganic Chapter 23, 24, 25, or 26 chemistry Grading: mid-term exams (2) quizzes final element papers (2) problem sets class attendance and participation 30% 5% 25% 20% 15% 5% Textbook: The textbook for the course is Inorganic Chemistry by Shriver and Atkins 4th Edition. A number of additional inorganic chemistry textbooks are available on reserve. In addition, we will read The Periodic Kingdom by P. W. Atkins. Expectations and grading: Each student shall work independently on each exam and graded problem set, relying only on texts and the instructor when permitted. A breach of the academic integrity policies of the college will result in course failure. You are expected to do all of the assigned reading carefully. Generally you should plan on reading each assigned reading at least twice perhaps more for scientific papers. Class periods will be devoted to applying the material you have learned from your reading and answering questions. Do not expect that class time will function in lieu of reading. It will not. This course is designed for students who have covered all the course material taught in CHEM 107 and CHEM 108. It does not require exposure to any other course material. It is designed for students who are serious about learning and who are willing to work diligently. The final exam is scheduled for Final: Thursday December 14th at 10:30 AM. It will be cumulative. Assignments: There will be two element papers due during the course of the semester. The assignment is to write a paper describing how the chemical properties of a particular element enable that element (either as an element or as part of a compound) to perform a particular function. For example, you could write about why zero-valent iron is suited to in situ environmental remediation or why technetium is used in medical diagnoses. The thesis of each paper must be the connection between the chemical properties of the element and the chemistry of the use you are describing. Papers must be well written, with a clear thesis statement and with a single idea per paragraph and with a topic sentence in each paragraph. The papers are not intended to be comprehensive reviews of the chemistry of all aspects of an element, or even all aspects of the element s chemistry relevant to the thesis question. Rather the papers should be tightly focused and simply answer the question poses. It should be between 3-5 pages, typed, double-spaced, and fully referenced. Grades will be assigned on the basis of the clarity of the writing, the extent to which the assignment is fulfilled, and the accuracy of the science. For each paper, a rough draft is due almost a month before the final draft is due. Late rough drafts will result in a one-letter grade lowering of the final grade. Late final papers will not be accepted. Students will be given the opportunity to rewrite each paper based on comments from classmates and instructor. Paper due dates: First paper topic, September 15. First paper thesis statement September 22. First draft, first paper October 4th, Second paper topic, September 29. Second paper thesis statement October 6. First draft second paper November 1st; Final draft first paper November 8th; Final draft second paper December 6th. You are encouraged to work in groups on the element papers. Each of you should pick a specific question but working on related areas will be helpful. Some potential areas topics for include: Why is Pt effective as an anticancer agent in cis-platin (and other Pt-based drugs)? Why is Au effective as anarthritic drug? Why is Li effective as a drug for treating manic depression? (warning, this is very interesting, but hard) Why is chromium carcinogenic? Why is arsenic carcinogenic? Why is Fe(0) used to remediate groundwater? Why is chromium used in magnetic storage devices? Why is sulfur used in chemical weapons? Why is platinum used in catalytic converters? Why is chlorine used to disinfect water? Why is boron used in neutron capture therapy? Why are certain lanthanides used as magnetic contrast agents? Why are certain lanthanides used to treat cancer? Why is manganese added to gasoline? Why are certain oxygen species toxic? Why is titanium used in artificial body parts? Why is mercury toxic? Why is tin used on boats? Why is titanium used on windows? Why is tungsten used on windows? Why was lead added to gasoline? Why is sodium considered for use as a coolant in nuclear power plants? Why does carbon make silicon carbide an industrially useful semiconductor? Why is carbon the building block of life and not, for example, silicon? Why is silicon used in ceramics? Why is palladium used as a catalyst in carbon-carbon bond formation? Why is titanium so effective in enantioselective synthesis (Chem Rev 2006, 106, 2126)? You can also get ideas for topics from reading inorganic journals. We get Inorganic Chemistry, Organometallic chemistry, and the Journal of Bioinorganic Chemistry. Chemical and Engineering News, which we also get, can be a good source of ideas too. There will be occasional quizzes both to help reinforce the learning of simple facts such as the order of elements on the periodic table or rules for nomenclature and also to challenge you to reason through a new type of problem. Academic Honesty: As a student at Bates College, you are obliged to follow the College's policies on academic honest and fair use of materials. Establishing good practices for correct use of sources is an important step in the development of the intellect. Complete guidelines for academic honesty are found in the student handbook. I expect you to read those guidelines. The key points from those guidelines are outlined here. 1. Any idea or words that you obtain from any other source must be acknowledged in your work unless they clearly fall into the domain of "common knowledge". For example, I do not need to reference the idea that the earth is round since that is considered common knowledge, even though I myself have never done any experiments that taught me this fact directly. Sources include web sites (references to which should be dated to note the date access), books, magazines, etc. If you obtain multiple ideas from a single source, you must cite the source each time you introduce a new idea. If you use four or more words consecutively you must use quotations. Do not try to get around this rule by sticking in a word or two to interrupt the "four word" rule. The basic idea here is that if you are getting specific words and phrase structures from a source, the words and phrases must be represented with quotations. 2. Avoid, at all costs, deliberate plagiarism! Faculty members have access to many sophisticated search tools that allow us to easily track down plagiarized papers. The penalty for plagiarism is severe -generally a year's suspension for the first infraction, expulsion for the second infraction, and a permanent blight on your academic record. If you feel yourself utterly stressed and seemingly hopelessly behind in all your classes either approach your faculty members and ask for extensions (note my late policy above, which does allow for late papers) or contact someone in the Dean of Students' Office who can help you both establish better time management skills and often help you through a crisis. 3. When in doubt about what is acceptable in any assignment (e.g. what degree of collaboration is allowed, how much work from a prior course can you include?), it is your responsible to ask the professor for clarification. General Schedule Week of September 4th: Introduction, overview, expectations, quick review, periodic properties Week of September 11th: Structure of solids CH 3, searching the chemical literature Week of September 18th: Acids and bases CH 4, reading a research article Week of September 25th: Redox chemistry CH 5 Week of October 2nd: Spectroscopy CH6 Week of October 9th: Pull together material in CH 3-6 with problems Week of October 16th: first midterm exam, Fall break Week of October 23th: Transition metal complexes geometry and ligands CH8 Week of October 30th: quiz on ligand-metal complexes, Electronic structure of transition metal complexes CH 19 Week of November 6th: Reactivity of coordination complexes CH 20 Week of November 13th: Reactivity of coordination complexes CH 20 second midterm exam Week of November 27th: Frontiers Week of December 4th: Frontiers
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316s.pdf
Path: Bates >> ABACUS >> 316 Fall, 2008
Description: CHEM 316 syllabus 2004 CHEM 316 Advanced topics in Inorganic Chemistry Fall 2004 Rachel Narehood Austin Dana 320/316 Bardwell Rm. 25 786-6295, raustin@bates.edu http:/abacus.bates.edu/~raustin/ Class meeting time and location: M, W, 2:40-4:00, Dana ...
syllabus.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Winter, 2008 Lecture: Group Problems Instructor: Office Hours: Course web page: MWF, 11-11:55, Carnegie 204 Th 11-11:55, Carnegie 204 Prof. Jennifer Koviach-Ct 217 Dana, jkoviach@bates.edu Mon. 2-3, Thurs. 9:30-10:30 http:/abacus.bates....
prelab1.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Pre-lab for Experiment 1 Name: Date: Lab day: 1. Give the equation of the reaction you will perform today: 2. In what order do you add the alkene, Pd/C, and ethyl acetate? 3. How much ethyl acetate would you use for 300 mg of eugenol? ...
postlab1.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Post-lab for Experiment 1 1. Reaction: Name: Date: Lab day: 2. 3. Amount of eugenol: _ g _ mmol Theoretical yield of product: _ g Isolated amount: _ g, _ mmol 4. 5. Percent yield of product: Draw the structure of the product, and label the pr...
postlab2.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Post-lab for Experiment 2 Name: Date: Lab day: 1. 2. Solid unknown number: Draw the structure of solid unknown. 3. Actual m.p.: Lit. m.p.: Source: 4. Draw the structure of your unknown, and label the protons. Construct a table of the 1H NMR pe...
prelab3.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Pre-lab Experiment 3 Name: Date: Lab day: 1. Draw the reaction you will perform today. 2. How many grams of p-aminobenzoic acid will you use? 3. How much absolute ethanol will you use? 4. Describe the process you will use to recrystallize the...
postlab3.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Post-lab for Experiment 3 Name: Date: Lab day: 1. Draw the full, balanced, equation of the reaction you performed. 2. 3. p-aminobenzoic acid used: _ g, _ mmol Theoretical yield of benzocaine: _ g Isolated amount: _ g, _ mmol, _ % yield 4. lit....
prelab5.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Pre-lab for Experiment 5 Name: Date: Lab day: 1. Draw the mechanism of the reaction of methylbenzoate with phenyl magnesium bromide. 2. Why is it important to make sure that the glassware is completely dry before performing this reaction? 3. H...
postlab5.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Post-lab for Experiment 5 Name: Date: Lab day: 1. Reaction: 2: Mechanism: 3. 4. 5. Amount of methyl benzoate: Amount of product isolated: Percent yield of product: _ mL _ g _ mmol _ mmol 6. Melting point of the product: (if you were not ab...
postlab6.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Post-lab for Experiment 6 Name: Date: Lab day: 1. Draw the reaction (with all possible products) and mechanism for the reaction you performed. 2. Give the ratio of products, and explain how you came to this conclusion. In your explanation, you shou...
prelab7.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Pre-lab for Experiment 7 Name: Date: Lab day: For each test tube, give the amount of each compound that you will add. ...
postlab7.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Post-lab for Experiment 7 Name: Date: Lab day: 1. List the amount of each compound that you added to each of the eight mixtures. 2. List the mixtures that had a zone of inhibition, and give the size (in mm) of the diameter of the zone for each. 3...
ps1.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 1 Reccomended Problems from the text: 12.2, 12.5, 12.6, 12.10-12.14, 12.32, 12.34, 12.36, 14.28-15.32. 14.55-14.59, 14.63 1. For each of the following, two constitutional isomers are given. Determine which one corresponds to the...
ps1.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 1 Reccomended Problems from the text: 12.2, 12.5, 12.6, 12.10-12.14, 12.32, 12.34, 12.36, 14.28-15.32. 14.55-14.59, 14.63 1. For each of the following, two constitutional isomers are given. Determine which one corresponds to the...
ps2.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 2 Reccomended Problems from the text: 13.1-13.4, 13.21, 13.23, 10.4-10.8, 10.12-10.24, 10.34-10.35, 10.37-10.38, 10.44-10.45, 10.46-10.47 (a-f), 10.48-10.49, 10.50 (a, b, d, e, h), 10.51, 10.53 (a, b, c, e, f, h), 10.55, 10.56 p...
ps2.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 2 Reccomended Problems from the text: 13.1-13.4, 13.21, 13.23, 10.4-10.8, 10.12-10.24, 10.34-10.35, 10.37-10.38, 10.44-10.45, 10.46-10.47 (a-f), 10.48-10.49, 10.50 (a, b, d, e, h), 10.51, 10.53 (a, b, c, e, f, h), 10.55, 10.56 p...
ps3.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 3 Recommended Problems: 10.21-10.24, 10.26, 10.28-10.33, 10.46-47 (e, f, h, i), 10.4810.49, 10.50 (c, d, e, f, h), 10.52 (a, b), 10.53 (c, d, f), 10.62-10.64, 10.66, 12.16, 12.37 (d, e, j, k), 12.39 (b, e, f), 12.55, 12.66 (1st ...
ps3.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 3 Recommended Problems: 10.21-10.24, 10.26, 10.28-10.33, 10.46-47 (e, f, h, i), 10.4810.49, 10.50 (c, d, e, f, h), 10.52 (a, b), 10.53 (c, d, f), 10.62-10.64, 10.66, 12.16, 12.37 (d, e, j, k), 12.39 (b, e, f), 12.55, 12.66 (1st ...
ps4.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 4 Recommended problems from the text: 12.18, 12.20-12.22, 12.29, 12.37 (f, i), 12.43 (a, b, c, f), 12.44-12.47, 12.49-12.50, 12.66, 16.1-16.2, 16.3-16.7 (review), 16.9-16.10, 16.18-16.24, 16.28, 16.32-16.33, 16.46-16.56. Re...
ps4.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 4 Recommended problems from the text: 12.18, 12.20-12.22, 12.29, 12.37 (f, i), 12.43 (a, b, c, f), 12.44-12.47, 12.49-12.50, 12.66, 16.1-16.2, 16.3-16.7 (review), 16.9-16.10, 16.18-16.24, 16.28, 16.32-16.33, 16.46-16.56. Re...
ps5.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 5 Recommended problems from the text: 16.15-16.17, 16.40-16.41, 16.43-16.45, 16.57 (Recommended problems from 1st ed.): 16.13-16.15, 16.38-16.39, 16.41-16.42, 16.55, 1. Starting with any diene and dienophile, propose a synt...
ps5.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 5 Recommended problems from the text: 16.15-16.17, 16.40-16.41, 16.43-16.45, 16.57 (Recommended problems from 1st ed.): 16.13-16.15, 16.38-16.39, 16.41-16.42, 16.55, 1. Starting with any diene and dienophile, propose a synt...
ps6.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 6 Recommended problems from the text: 17.3-17.4, 17.10, 17.12-17.16, 17.18-17.22, 17.25-17.31, 17.33-17.42, 17.44-17.45, 17.53, 18.1-18.24, 18.32 (a-g), 18.33-18.37, 18.40-18.48, 18.51, 18.54 (a-e), 18.64-18.65 (Recommended...
ps6.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 6 Recommended problems from the text: 17.3-17.4, 17.10, 17.12-17.16, 17.18-17.22, 17.25-17.31, 17.33-17.42, 17.44-17.45, 17.53, 18.1-18.24, 18.32 (a-g), 18.33-18.37, 18.40-18.48, 18.51, 18.54 (a-e), 18.64-18.65 (Recommended...
ps7.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 7 20.2-20.6, 20.8-20.11, 20.14. 20.16-20.18-20.24, 20.26-20.28, 20.37-2.38 (except f, i), 20.40 (a-j), 20.43 (a-b, d-e), 20.44 (c,d), 20.45, 20.46 (a, b, d), 20.48 (a-f, h, i), 20.49 (ac, e, h), 20.51 (except EG), 20.53-20....
ps7.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 7 20.2-20.6, 20.8-20.11, 20.14. 20.16-20.18-20.24, 20.26-20.28, 20.37-2.38 (except f, i), 20.40 (a-j), 20.43 (a-b, d-e), 20.44 (c,d), 20.45, 20.46 (a, b, d), 20.48 (a-f, h, i), 20.49 (ac, e, h), 20.51 (except EG), 20.53-20....
ps8.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 8 Recommended problems from the book: 20.25, 20.29-20.30, 20.34-20.35, 20.40 (l), 20.41, 20.43 (f), 20.48 (g, j), 20.50, 20.51, 20.52(c), 20.60 (except f), 20.61-20.66 (Recommended problems from 1st ed): 20.26, 20.29-20.31,...
ps8.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 8 Recommended problems from the book: 20.25, 20.29-20.30, 20.34-20.35, 20.40 (l), 20.41, 20.43 (f), 20.48 (g, j), 20.50, 20.51, 20.52(c), 20.60 (except f), 20.61-20.66 (Recommended problems from 1st ed): 20.26, 20.29-20.31,...
ps9.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 8 Recommended problems from the book: 21.3-21.5, 21.15-21.21, 21.23-21.40, 21.4321.45, 21.46-21.51, 21.52 (a-d, f-h), 21.53-21.57, 21.61-21.71, 21.72-21.80, 21.87-21.88 (1st ed.: 21.3-21.5, 21.17-21.21, 21.23-21.38, 21.41-2...
ps9.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Problem Set 9 Recommended problems from the book: 21.3-21.5, 21.15-21.21, 21.23-21.40, 21.4321.45, 21.46-21.51, 21.52 (a-d, f-h), 21.53-21.57, 21.61-21.71, 21.72-21.80, 21.87-21.88 (1st ed.: 21.3-21.5, 21.17-21.21, 21.23-21.38, 21.41-2...
ps10.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 10 Recommended Problems from the book: 22.4-22.5, 22.10-22.31, 22.42-22.50, 22.5322.57, 22.58, 22.60-22.64, 22.66-22.69, 22.85-22.86, 28.13-28.15, 28.19-28.20, 28.5328.60. (1st ed: 22.5-22.6, 22.11-22.31, 22.41-22.51, 22.53-22.5...
ps10.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 10 Recommended Problems from the book: 22.4-22.5, 22.10-22.31, 22.42-22.50, 22.5322.57, 22.58, 22.60-22.64, 22.66-22.69, 22.85-22.86, 28.13-28.15, 28.19-28.20, 28.5328.60. (1st ed: 22.5-22.6, 22.11-22.31, 22.41-22.51, 22.53-22.5...
ps11.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 11 Recommended problems from the text: 23.1-23.2, 23.9, 23.11-23.14, 23.16-23.18, 23.2023.26, 23.29, 23.31-23.32, 23.34-23.35, 23.41-23.43, 23.45-23.46, 23.47 (b, c, e, g, h), 23.48-23.50, 23.51-23.52, 23.54, 23.56-23.58 (Recomm...
ps11.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 11 Recommended problems from the text: 23.1-23.2, 23.9, 23.11-23.14, 23.16-23.18, 23.2023.26, 23.29, 23.31-23.32, 23.34-23.35, 23.41-23.43, 23.45-23.46, 23.47 (b, c, e, g, h), 23.48-23.50, 23.51-23.52, 23.54, 23.56-23.58 (Recomm...
ps12.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 12 Recommended problems from the book: Any or all of the problems in Ch. 24 (both editions) I highly recommend doing the problems in Ch. 24, especially those that cover topics you do not understand well. 1. Each of the following...
ps12.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Problem Set 12 Recommended problems from the book: Any or all of the problems in Ch. 24 I highly recommend doing the problems in Ch. 24, especially those that cover topics you do not understand well. 1. Each of the following molecules can b...
Th1.17.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: OH Br Two options: either treat with HBr, and brominate with a cation shift. Or, dehydrate first with H2SO4, then hydrohalogenate with HBr OH Br HBr OH H2SO4 HBr Br OH Br Cannot use SN1 because 2 would be too slow. Must eliminate by dehydroha...
Th1.24.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: 1. Propose a mechanism for the following transformations: H2SO4 OH H+ OH2 B H Br2 HO Br O O Br OH Br B H 2. Propose a synthesis of the following molecules, using the precursors given: Br NaOEt Br Br Br2 Br H2, Pd/CaCO3 Br2 Br 9-BBN; H2O2, NaO...
Th1.31.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Propose a mechanism: HBr Br H H+ resonance Br O O mCPBA (ArCO3H) Ar OH O Ar O Ar O HO Ar O O H O O O H Propose a synthesis: Br 9-BBN; H2O2, NaOH OH PBr3 Br O OH mCPBA 9-BBN; H2O2, NaOH O O OH NaH; O OH any alkyne Ph O H O3, Me2S ...
Th2.28.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: O O CH3Cl, AlCl3 O O O + (major) O Br Br2, FeBr3 Mg then A Ph OH Ph OH + + OH O Cl AlCl3 O Ph O Ph O Ph CH3Cl, AlCl3 Br2, FeBr3 Br CH3 Ph O Cl O CH3Cl, AlCl3 O NaBH4 -or-LiAlH4 -or-DIBAL-H HO AlCl3 O OMe DIBAL-H, -78C O H EtMgCl OH...
Th3.13.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: (a) Acetonide protecting groups were installed to protect the hydroxyl groups from oxidation in steps 3 to 4. (b) Mechanism for protection: H+ O O H HO H O R OH R H2O O R OH R HO R OH R O R OH R O R O H -H+ O O R R R (c) Mechanism for h...
Th3.20.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: O O OEt O O NaBH4 H+ O OEt OH NaOH H+ O OH OH O OH OH O O OH Et3N, TBSCl O OH OTBS Cl O O OTBS TBAF O O OH CrO3, H+ target O O O O MeOH, H+ NaOH O NaOMe HO O OH MeOH, H+ MeO O OMe O MeO O OMe MeO O O OH MeOH, H+ MeO O O OMe O CN N H NaOH or...
q1.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 1 Name: 1. Match each 13C NMR spectrum to one of the compounds shown below (the spectrum for one of the compounds is not given.). O OCH3 O OCH3 A B C O OH 2. Give the appropriate starting material, reagents, and/or product in t...
q1.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 1 Name: 1. Match each 13C NMR spectrum to one of the compounds shown below (the spectrum for one of the compounds is not given.). O OCH3 O OCH3 A B C O OH Compound C: four peaks, no C-O Compound A: four peaks, one C-O 2. Give...
q2.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 2 Name: 1. The mass spectrum for 2-butanol is shown below. Identify the labelled peaks, either as fragments of the parent or as the fragement itself (M+-R or R+). 2. Draw the structure of (E)-3-methyl-3-hexene 3. Draw the mech...
q2.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 2 Name: 1. The mass spectrum for 2-butanol is shown below. Identify the labelled peaks, either as fragments of the parent or as the fragement itself (M+-R or R+). Important peaks: 74: 59: 56: 45: M+ M+- Me M+-H3O M+-Et 2. Draw ...
q3.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 3 Name: 1. Draw the product and the mechanism for the following reaction. Be sure to indicate the relevant stereochemistry. Cl2, H2O 2. Fill in the boxes with the appropriate starting material, reagent, or product. (a) O Ar O ...
q3.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 3 Name: 1. Draw the product and the mechanism for the following reaction. Be sure to indicate the relevant stereochemistry. Cl2, H2O Cl Cl Cl2, H2O OH Cl (+ enantiomer) B H2O Cl OH2 Cl 2. Fill in the boxes with the approp...
q4.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 4 Name: 1. Sketch the HOMO and LUMO for pentadienyl radical (consider an orbital with a single electron to still be the HOMO). 2. Show the stereochemistry of the product below, and briefly explain the stereochemical outcome of ...
q4.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 4 Name: 1. Sketch the HOMO and LUMO for pentadienyl radical (consider an orbital with a single electron to still be the HOMO). LUMO HOMO 2. Show the stereochemistry of the product below, and briefly explain the stereochemical...
q5.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 5 Name: 1. Give the complete name for the following molecule: OH Name: _ 2. Plot the relative energies of the -molecular orbitals for the following molecule, label each orbital as bonding, non-bonding, or anti-bonding, and fil...
q5.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Quiz 5 Name: 1. Give the complete name for the following molecule: OH Name: m-propylphenol or meta-propylphenol or 3-propylphenol 2. Plot the relative energies of the -molecular orbitals for the following molecule, label each orbit...
q6.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, 2008 Quiz 6 Name: 1. The epoxidizing agent m-CPBA is prepared from the corresponding carboxylic acid. Would you choose an oxidizing or reducing agent for this transformation? Cl Cl OH O O O OH mCPBA 2. Fill in the blanks: O PC...
q6.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, 2008 Quiz 6 Name: 1. The epoxidizing agent m-CPBA is prepared from the corresponding carboxylic acid. Would you choose an oxidizing or reducing agent for this transformation? Cl Cl OH O O O OH mCPBA There are more bonds to oxyg...
q7.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, 2008 Quiz 7 Name: 1. Draw the mechanism for the following reaction: O , H+ O O OH OH 2. Give the reagents necessary to prepare the following compound using a Wittig reaction. O ...
q7.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, 2008 Quiz 7 Name: 1. Draw the mechanism for the following reaction: O , H+ O O OH OH OH O H OH OH O OH OH2 O OH -H+ O O H O O 2. Give the reagents necessary to prepare the following compound using a Wittig reaction. O It ...
q8.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, 2007 Quiz 8 (The Last) Name: 1. Neither of the following reactions work as drawn. Explain why, and propose an alternative method to make the product from the starting material (your alternative may require more than one step). O + M...
q8.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, 2007 Quiz 8 (The Last) Name: 1. Neither of the following reactions work as drawn. Explain why, and propose an alternative method to make the product from the starting material (your alternative may require more than one step). O + M...
prevex1.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Winter 2007 Exam 1 Name: 1. _ 5. _ 2. _ 6. _ 3. _ 7. _ 4. _ 1. Fill in the appropriate boxes. Assume all reactions are quenched and that both enantiomers (or diastereomers) are formed during the reaction. (5 pts ea) (a...
prevex1.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Winter 2007 Exam 1 Name: 1. _ 5. _ 2. _ 6. _ 3. _ 7. _ 4. _ 1. Fill in the appropriate boxes. Assume all reactions are quenched and that both enantiomers (or diastereomers) are formed during the reaction. (5 pts ea) (a...
prevex2.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Winter 2007 Exam 2 Name: 1. _ 4. _ 2. _ 5. _ 3. _ 6. _ 7. _ 1. Fill in the blanks for the following reactions. Assume a single equivalent of reagent, unless otherwise noted, and that every reaction is quenched. (40 pts...
prevex2.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Winter 2007 Exam 2 Name: 1. _ 4. _ 2. _ 5. _ 3. _ 6. _ 7. _ 1. Fill in the blanks for the following reactions. Assume a single equivalent of reagent, unless otherwise noted, and that every reaction is quenched. (40 pts...
prevex3.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Winter 2007 Exam 3 Name: 1. _ 4. _ 2. _ 5. _ 3. _ 6. _ 1. Fill in the blanks on the following reactions. Assume one equivalent unless otherwise noted, and that all reactions are quenched (5 pts ea.) (a) OH OH O O O ...
prevex3.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218, Winter 2007 Exam 3 Name: 1. _ 4. _ 2. _ 5. _ 3. _ 6. _ 1. Fill in the blanks on the following reactions. Assume one equivalent unless otherwise noted, and that all reactions are quenched (5 pts ea.) (a) O OH OH O H+ O O ...
prevex4.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Winter 2007 Final Exam Name: Extra credit: give the IUPAC names for the following compounds: OH I\'m diene! OH 1._ 2. _ 3. _ 4. _ 5. _ 6. _ 7. _ 1. Fill in the blanks. Assume a single equivalent of reagent, and that all reactions...
prevex4.ans.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Winter 2007 Final Exam Name: Extra credit: give the IUPAC names for the following compounds: OH I\'m diene! OH 1._ 2. _ 3. _ 4. _ 5. _ 6. _ 7. _ 1. Fill in the blanks. Assume a single equivalent of reagent, and that all reactions...
revex1.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Study Guide, Exam 1 Ch. 14: NMR: 13 C NMR (Table will be provided) Ch. 13: Mass Spectroscopy Interpretation of a spectrum assignment of simple fragments Ch. 10/11: Alkenes and Alkynes For each reaction below, you should know the mechani...
revex2.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Study Guide, Exam 2 Ch. 17: Benzene and Aromatic Compounds Nomenclature of benzene Molecular orbital description of aromaticity: inscribed polygon Hckels Rule Aromatic, Non-aromatic, anti-aromatic compounds Ch. 18: Reactions of Aromatic...
revex3.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chem. 218 Important Concepts, Exam 3 Ch. 15.7-15.8 Spin-spin coupling coupling complex splitting patterns (ex. dd, dt, ddd, etc) Ch. 21: Aldehydes and Ketones: Nucleophilic Addition Nomenclature Synthesis of hemiacetals, gem-diols (hydrates), acetals...
revex4.pdf
Path: Bates >> ABACUS >> 218 Fall, 2008
Description: Chemistry 218 Study Guide, Final Ch. 14: NMR: 13 C NMR (Table will be provided) Spin-spin coupling coupling complex splitting patterns (ex. dd, dt, ddd, etc) Ch. 13: Mass Spectroscopy Interpretation of a spectrum assignment of simple fragments Ch. 10...