Chemical Technology IV Fall, 2010 COMMUNITY COLLEGE OF RHODE ISLAND Syllabus CHEM-TEC IV – Evening Program Fall – 2010 COURSE NUMBER: CHMT 2420-107 COURSE TITLE: Chemical Technology IV CREDITS: TEXTS (3): 8 1.) Fundamentals of Organic Chemistry By John McMurry 2.) Study Guide and Solutions Manual for Fundamentals of Organic Chemistry By Susan McMurry 3.) Modern Chemical Technology, Vol. II By Hajian & Pecsok note: INSTRUCTOR Purchased at STAPLES on Bald Hill Rd., Warwick, RI Call the “copy center” of STAPLES (828-3737) one hour in advance of purchase time Professor Wayne Suits TELEPHONE NUMBERS: D:\533572575.doc Office: 825-2010 Lab: 825-2240 2Chemical Technology IV Fall, 2010 Page 2 of 7 Chemical Technology IV Course Description This will be the fifth and the final semester of your ChemTec sequence. The class will meet on Thursday evening and on Saturdays. This semester we will complete our coverage of Organic Chemistry. Operation and/or data interpretation of two new instruments will also be covered. These are the nuclear magnetic resonance spectrometer (NMR), and the mass spectrometer. We will expand our use of the infrared spectrophotometer (IR), the gas chromatograph (GC), the high performance liquid chromatograph (HPLC) and the ultra violet spectrophotometer (UV Spec). During the semester you will be required to identify a general unknown. The analysis will involve collections of physical properties (b.p., m.p., etc.) and interpretation of instrumental analysis (IR, NMR and Mass Spec.). Ample time is allotted at the end of each Saturday lab for students to work on their general unknowns. We will also continue to use the OWL (Online Web-based Learning) system as an assessment tool. In fact, your performance in the OWL system will count as one of your four, 100 point exams. D:\533572575.doc 3Chemical Technology IV Fall, 2010 Page 3 of 7 Chemical Technology IV Lecture Syllabus I Aromatic Compounds ( Chapter 5, Organic Chem, J. McMurry) II Stereochemistry ( Chapter 6, Organic Chem, J. McMurry) III Alkyl Halides (Chapter 7, Organic Chem, J. McMurry) IV Structure Determination (Chapter 13, Organic Chem, J. McMurry ) V Alcohols, Ethers & Phenols (Chapter 8, Organic Chem, J. McMurry) VI Aldehydes and Ketones: Nucleophilic Addition Reactions (Chapter 9, Organic Chem, J. McMurry) VII Carboxylic Acid Derivatives (Chapter 10, Organic Chem, J. McMurry) Techniques VIII Solubility, Solvents, and Extractions (Chapter 15, Modern Chem Tech, Hajian & Pecsok) IX Chromatographic Separations (Chapter 16, Modern Chem Tech, Hajian & Pecsok) X Liquid Column Chromatography (Chapter 17, Modern Chem Tech, Hajian & Pecsok) XI Gas Chromatography (Chapter 18, Modern Chem Tech, Hajian & Pecsok) D:\533572575.doc 4Chemical Technology IV Fall, 2010 Page 4 of 7 Chemical Technology IV I. 1. Lab Syllabus Safety, Check-In & General Unknown Preparation of m-dinitrobenzene 2. The Nitration Of Bromobenzene 5-1 5-2 3. TLC of Nitration Products 5-3 4. Free-Radical Chlorination of 1-Chlorobutane 6-1 5. Competitive Nucleophiles Handout 6. Synthesis Using a Grignard Reagent 8-1 7. TLC of Analgesics Handout 8. Handout 9. An Oxidation-Reduction Scheme: Borneol to Camphor to Isoborneol Preparation of Methyl Salicylate 10. Preparation of a Local Anesthetic: Benzocaine Handout 11. Liquid – Liquid Miscibility 15-1 12. Effect of Strong Electrolytes on Miscibility of Liquids 15-2 13. Nonaqueous Acid-Base Titration 15-3 14. Extracting Oil from Nuts 15-4 15. Isolation of Chlorophyll and Carotenoid Pigments from Spinach Handout 16. Quantitative Gas Chromatography Determination by Comparison with a Standard Mixture 18-1 17. Quantitative Gas Chromatographic Determination of 2-Propanol in 1-Propanol Using the Internal Standard Method 18-2 D:\533572575.doc 9-4 5Chemical Technology IV Fall, 2010 Page 5 of 7 FORMAT FOR LAB REPORTS Name Date of Writing Exp. # Title of Experiment Purpose: State the purpose of the experiment and present a brief overview of how this will be achieved; i.e., techniques involved. Reactions: Write the synthesis reaction. Procedure: In most cases, the lab procedure will come directly from a lab manual or Instructor's Handout. Consequently, referencing this material may satisfy this section. Procedure Modifications: Were any changes made to the referenced procedure? Data: These are all the measurements (weights, volumes, absorbances, etc.) taken during the lab. A unit must accompany each data entry. Erroneous data must never be erased but rather one line should be drawn through it. Whenever possible, data should be presented in a data table. The table should be constructed before coming to lab. A table of physical constants (CRC) for all organic reactant and product must be included in this section. Calculations: These are the arithmetical manipulations performed on the data entries. If a particular calculation is to be repeated several times, then only one sample calculation need be demonstrated. Remember, whenever data is used in a calculation, its unit must also be included in the calculation. Results: These are the results of the calculations. Whenever possible, put results in table form. Remember units. Conclusion: The conclusion refers back to the purpose of the experiment by answering the question(s) posed in the purpose. Experimental results are restated in the conclusion. Lab reports will be graded on the following criteria: 1) 2) 3) 4) 5) Neatness and Organization Completeness Calculations Conclusions Accuracy of Results D:\533572575.doc 6Chemical Technology IV Fall, 2010 Page 6 of 7 EVALUATION PROCEDURE CHMT IV 2420-107 Lab Reports Pre-Lab Quizzes Exams Final Exam Best 19 of 20 Best 13 of 14 Best 3 of 4 380 130 300 200 Possible Total: 1010 Please note that the General Unknown will count for a total of 80 points or 4 lab reports. MAKE-UP POLICY Before tabulating your final grade, I will drop your lowest lab report and your lowest pre-lab quiz. This will preclude the necessity for any make-up. D:\533572575.doc 7Chemical Technology IV Fall, 2010 Page 7 of 7 COMMUNITY COLLEGE OF RHODE ISLAND SAFETY RULES Statement on Safety Rules: You must observe the following lab instructions that are given for your safety and the safety of other students in your class. 1. Safety glasses must be worn in the laboratory at all times. Safety glasses may be purchased in the bookstore. 2. Whenever an accident occurs, notify your instructor immediately. 3. When heating a substance in a test tube, never point the open end of the test tube at yourself or your neighbors. 4. Whenever using a Bunsen burner, make sure that long hair is tied back. 5. When attempting to detect chemical odors, exercise extreme caution. Keep your face a good distance away from the unknown substance and use your open hand to gently waft the vapors toward your nose. 6. Never taste a chemical. 7. Avoid touching hot objects, such as the barrel of a gas burner. 8. When diluting acids with water, always pour the acid into the water carefully. Do not pour water into acids. Remember, ...always add acid to water like you oughta. 9. If any chemical is spilled or splashed on your skin, flush the affected area with large amounts of water. If you splash chemicals in your eyes, use the eye wash immediately. In the case of larger spills, use the emergency safety showers. Report the occurrence to the instructor. 10. Always read the label on the reagent bottle before using the substance in the bottle. 11. When dispensing liquid reagents from a reagent bottle, always hold the bottle with the label facing the palm of your hand and pour out the side opposite the label. 12. To prevent contamination of reagents, always replace the cap from a reagent bottle immediately after using it. 13. Always heat a volatile, flammable substance in a water bath or steam bath, preferably under a hood. Never use a direct flame. 14. Shoes must be worn in the lab at all times (i.e., no sandals). 15. No food, drinks or smoking are allowed in the lab. 16. Familiarize yourself with the location at the eyewash, the safety shower, the fire extinguisher and the fire blanket. 17. If you are unsure exactly which chemical to use or how to do a procedure, ask your instructor before you proceed. D:\533572575.doc