Introductory Organic Chemistry Laboratory (CHM 361 .

1y ago
340.55 KB
11 Pages
Last View : 4d ago
Last Download : 2m ago
Upload by : Mya Leung

Introductory Organic Chemistry Laboratory (CHM 361): Spring 2018Sections 201 and 202 (CRN: 2404. 2405), 2:00 p.m., S-465, Monday and WednesdayCredit: 3 hoursPrerequisite or Co-requisite: CHM 356Instructor: Dr. Lawrence R. Schmitz, Science 488, 696-2373, schmitz@marshall.eduOffice Hours: M,W: 12:30 – 2:00; F: 1:00 – 3:00Required Text: Pavia, D, Lampman, G, Kriz, G and Engel, R, A Microscale Approach to OrganicLaboratory Techniques:, 6th edition.Other required items: safety goggles, bound laboratory notebook, paper towelsRecommended: laboratory coat or apronCatalog Description: An introduction to experimental organic chemistry with emphasis on fundamentaltechniques and their application to the preparation and identification of organic compounds.Learning Outcomes: In this course you will:(1) perform and understand basic laboratory operations including purifying and identifying organiccompounds, and carrying out organic reactions.(2) interpret experimental data.(3) do laboratory experiments that emphasizes and reinforces the principles and concepts ofchemistry in CHM 355 and 356.(4) write a laboratory notebookAssessment: Your ability to actually perform the basic laboratory operations will be accessed usingproduct evaluations and the data in your laboratory notebook. Your ability to interpret data will beassessed in your laboratory notebook and in quizzes and exams. Your understanding of lab operationsand the basic principles behind the experiments will be assessed using quizzes and exams. Your ability tokeep a laboratory notebook will be assessed by actually collecting and grading sample of your notebook.Laboratory Policies:1. Anyone who has not signed the statement acknowledging one's full understanding of the requiredsafety measures will not be permitted to work in the laboratory.2. Use care in following the directions of your instructor and laboratory text. Do not alter theexperimental procedures without being instructed to do so by the instructor or the TA’s.3. Protective eye goggles must be worn in the laboratory at all times. Failure to do so will constitutesufficient grounds for dismissal from the laboratory. You are responsible for obtaining a pair of safetygoggles. We strongly urge you not to wear contact lenses.4. Clothing: Slacks or dresses cut below the knee must be worn. Shoes covering the bridge of the footand toes must be worn. You will not be allowed to work while violating either of these rules.5. Know the locations of all safety equipment in the laboratory. You will be tested on this.6. All injuries, no matter how trivial, must be reported to the instructor immediately.PASS THE SAFETY QUIZ ON MyMU BEFORE LAB (when it’s available)

Course Policies:This course will be conducted adhering to university policies. Copies of these policies can be found es/Academic dishonesty will not be tolerated. Students engaging in academic dishonesty will be sanctionedas per the university policy.Attendance: Completion of all experiments and exams is required. Attendance is required.Making Up a Lab: Only “Excused Absences”, as defined in the policy, can be made up. The properprocedure is to notify me (by e-mail, phone, or in person) as soon as possible; any documentation (such asdoctor’s notes) have to be submitted directly to the Office of Student Affairs, MSC 2W38 who will thennotify me. Note that one lab grade will be dropped in computing your score. If you miss a laboratory itwill become your drop grade. If you miss more than one lab you will be give a zero on that lab if yourabsence was not excused. If you have excused absences for more than one lab and do not make them upduring the week of the lab, you will be given an incomplete in the course so you can makeup the missedlabs in a later semester.Grading:There will be two exams is this course. Accept for the first safety quiz, quizzes will be unannounced.Questions may concern material previously covered but will generally be concerned with the subject ofthe day. Late reports will be penalized 20% per day or part of a day that they are late.Course Grade:Your overall grade will be determined as shown below:Laboratory Reports/Notebook: 30%Product Evaluations20%Quizzes:20%Exams:30%Sub Total100%Based on a total of 100%, grades will be the highest grade possible on the following scale:A 90%, B 80%, C 70%, D 60%, F 60%Laboratory Report Grades:Technique: 10%, Results: 20%, Style, English: 20%, Completeness of the Report, logic etc.: 50%(Note: The point value of labs requiring multiple periods will be weighted accordingly.)Product Evaluations:Certain labs (as indicated on the schedule) will require you to have your product or experimental resultsevaluated. You will hand in a product evaluation form and have your product inspected by an instructor.

Schedule for Experiments.(May be subject to change, those changes if any will be announced)DateJan 8Jan 10Jan 15Jan 17Jan 22DayMWMWMTechnique18, 11Exp #8, 11203, 3BhandoutJan 24Jan 29Jan 31Feb 5Feb 7Feb 12Feb 14Feb 19Feb 21Feb 26Feb 28Mar 5Mar 7Mar 12Mar 14Mar 19Mar 21Mar 26Mar 28Apr 2WMWMWMWMWMWMWMWMWMWM1212, 1411, 1414251323, 23C23, 23A24, 24A24handouthandout45Apr 4Apr 9WMApr 11W1134A,B,CApr 16M1134A,B,CApr 18Apr 23WM111134A,B,C34A,B,CApr 25W11, 26202611, 1211, 1212, 1425, 26113, 3Ahandout33B33C35, 35A35. 35A14A14A1143, 43CHandout52B,34TitleCheck-inCrystallization of SulfanilimideMLK dayCrystallization of SulfanilimideTLC (benzil, benzophenone, benzoin)Isolation of Caffeine from Teat-pentyl chloriden-Butyl Bromide4-MethylcyclohexeneIR: tion of Methyl BenzoateMidterm Exam, NMR: methyl m-nitrobenzoateReduction of Benzophenone w/NaBH4; TLCCamphor, Borneol, IsoborneolNMR: Borneol, IsoborneolGrignard: TriphenylmethanolGrignard: TriphenylmethanolBanana oil (Isopentyl Acetate)BreakBreakIR, NMR: Isopentyl AcetateAcetaminophenWittig Reaction:1,4-Diphenyl-1,3-butadieneDeprotection of an AcetalNylon, Read Multistep Synthesis (page 304)and start Benzion preparation (34A)Continue Multistep Synthesis(experiments 32A, 34B and 34C)Continue Multistep Synthesis: Benzoin, Benzil,Benzilic AcidContinue Multistep SynthesisContinue Multistep SynthesisReport#/PE*Jan. 24PEPEFeb.5PEFeb. 14PEPEFeb. 28PEMarch 12PE-April 2PEPEApril 11Nylon - PEPE (worth3X)Final Exam / Check-out* PE product evaluation (the product of a synthesis or chromatograms or spectra are to be turned in for grading at thecompletion of the experiment)#A date in this column indicates that a copy of your laboratory notebook as described below for the indicated experiment is tobe turned in at the beginning of the period on the indicated date

The Laboratory Notebookpage 1The Laboratory Notebook1. Authenticity, Credibility and AccuracyWhen a scientist does an experiment, it is important that he or she keep accurate records of thatexperiment. These records are kept in a laboratory notebook. In this course, and in academic andindustrial research laboratories, it is considered very important that you make every effort to insure thatthese records are accurate, relatively permanent, and not easily altered or modified. In addition todocumenting what you did, your notebook should document when you did the work. To achieve thesegoals, you will be required to:A. have a bound notebook with consecutively numbered pages;(Spiral and loose-leaf notebooks are not acceptable since it is too easy to lose and/or delete or addpages. If your notebook does not have consecutively numbered pages, you should number the pagesimmediately.)B. record your observations in permanent ink;(Records done in pencil are too easily modified.)C. record your observations and results directly into the notebook as you do the experiment;(It is not acceptable to copy data on a piece of paper and then transfer the data to the notebook. It isvery poor practice to record observations from memory after completing an experiment.)D. clearly indicate the date that all work was performed;(Each experiment should begin with a date. Your observations should be entered in chronologicalorder. If the experiment continues for more than one day, a new date should be entered when furtherobservations are made.)E. correct any errors by drawing a single line through the error and then entering the correct data.(i.e. “The reaction mixture was heated at the boiling point of the solvent for 35 45 minutes.”)(Erasures are not acceptable.)2. Style and GrammarMost scientific writing uses the past tense and passive voice, and avoids first person statements. Thisstyle of writing may not be as natural to you as using the first person, active voice. However, it is themost accepted style of scientific writing and you should use this style. The procedure and observationssection for each experiment should describe the experiment that you did. It should not be a set ofinstructions describing how to do the experiment. Some examples follow.(Incorrect) First person, active voice:“I transferred the reaction mixture to a separatory funnel and then I washed it with two 15 mL portionsof 10% NaOH.”(Incorrect) Instructions:“Transfer the reaction mixture to a separatory funnel and wash it with two 15 mL portions of 10%NaOH.”(Correct) Passive voice:“The reaction mixture was transferred to a separatory funnel and washed with two 15 mL portions of10% NaOH.”

The Laboratory Notebookpage 23. ContentsThe cover or first page of laboratory notebooks should be clearly labeled with the name of theinvestigator. Since you will be required to hand in copies of each of your experiments, you should alsoput your name at the beginning of each experiment. You should leave one or two pages blank at thebeginning of the notebook so a table of contents can be added.The format of the entries for individual experiments will vary depending on the type of experiment.In this course, the objectives of the experiments fall in to three groups, isolation or purification of organiccompounds, preparation of organic compounds, and identification of organic compounds. Suitableformats for each of the three types of experiment are shown below.Notebook Format for Purification or Separation ExperimentsYour NameDateTitleI. Introductiona. purposeb. data table with references(See Technique 29, Guide to the Chemical Literature, in your laboratory manual for examples of howto cite references)II. Experimental (You should describe the experiment as you did it. Include sufficient detail so thatanother person with a similar chemical background to your own could repeat the work withoutreferring to the text. Record any observations made during the experiment.)III. Results and DiscussionIV. ConclusionsV. Exercises or Assigned Questions

The Laboratory Notebookpage 3Notebook Format for Synthetic ExperimentsYour NameDateTitleI. Introductiona. purposeb. a balanced equation for the main reactionc. the mechanism of the main reactiond. equations for any significant side reactionse. data tables with references (You may find it useful to prepare two or three tables; one forreactants, one for products, and one for side products, solvents, catalysts etc. Each of these tablesshould include the molecular weight and physical properties for each compound. The reactants tableshould also include the amount used in the appropriate measured quantity (usually grams ormilliliters) and in moles. The products table should also include the amount of product obtained, thetheoretical yield and percent yield. These tables should be prepared before the laboratory period.However, you should leave blank space for the amounts used and obtained. This data can be added atthe appropriate time.)II. Experimental(You should describe the experiment as you did it. Include sufficient detail so that another personwith a similar chemical background to your own could repeat the work without referring to the text.At this point in the course, you may assume that the reader has had an introduction to the techniquesfor isolation and purification of organic compounds. Suppose that a fractional distillation is requiredto purify the products of a synthetic reaction. It is unnecessary to describe the details of how to do afractional distillation. You may assume the reader knows how to assemble the glassware, position thethermometer and regulate the water flow through the condenser etc. The type and length of columnused in the distillation should be included in the notebook since this varies from one experiment toanother. Record any observations made during the experiment.)III. Results and Discussion (In addition to the usual discussion of the experiment, this section shouldcontain a detailed calculation of the theoretical and percent yields for the synthesis.)IV. ConclusionsV. Exercises or Assigned Questions

The Laboratory Notebookpage 4Notebook Format for Qualitative Analysis ExperimentsYour NameDateTitleI. Introduction(Your introduction should include a discussion of the classification tests and derivatives that can beused to identify the type of compounds given as unknowns. Include balanced equations wereappropriate.)II. Experimental(You should do all of the relevant classification tests and the preparation of at least two derivatives.You should describe the experiments as you did them. Include sufficient detail so that another personwith a similar chemical background to your own could repeat the work without referring to the text.You should include a brief description of what was actually observed during classification tests. Thatis, it is not adequate to say that you did a test and it was positive or negative. Describe the observedresult and then draw the appropriate conclusions as to whether the test was positive or negative.)III. Results and Discussion(This section should present an overview of the logic you used to identify the unknown and needs tobe expanded considerably from previous experiments. Include a table of the classification tests doneand the results. Point out the conclusion drawn from each classification test performed. In somesituations, you will need to draw conclusions based on more than one test. Based on the boiling pointor melting point of your unknown and the results of the classification tests, you should prepare a listof possible compounds that could be your unknown. Point out how you used the derivatives toidentify the unknown. Any inconsistencies in your data should be discussed.)IV. Conclusions(Identify the unknown and include the unknown number. If you cannot identify the unknown, do notguess. Unsupported conclusions will be penalized if they are right or wrong. If you can limit theunknown to a list of possible compounds, do so.)

5Larry SchmitzJan. 11, 2001Synthesis of n-Butyl BromideNumber all PagesDate yourwork.Title eachexperiment.I. IntroductionThe purpose of this experiment is to prepare a sample of n-butyl bromideaccording to the following equation:a briefstatement ofpurpose.CH3CH2CH2CH2OH NaBr H2SO4 ------ CH3CH2CH2CH2Br H2O NaHSO4a balancedequation.The reaction proceeds via an SN2 substitution on the protonated alcohol asshown below.CH3CH2CH2CH2OH H2SO4 ------ CH3CH2CH2CH2O H2 HSO4-mechanism.CH3CH2CH2CH2O H2 Br - ------ CH3CH2CH2CH2Br H2OSide reactions that might accompany this reaction are elimination to form analkene and/or condensation to yield and ether.CH3CH2CH2CH2OHH2SO 4Write theintroductionbefore lab.CH3CH2CH CH 2 H2Oside reactions.2 CH3CH2CH2CH2OHCompound1-butanolH2SO 4CH3CH2CH2CH2OCH2CH2CH2CH3 H2OTable of ReactantsMolecular. LiteratureDensity1Wght.b.p. or m.p.174.1sodium bromide 102.9Amount Used117.2 C (b.p.) 0.8098 g/mL 1.4 mL(1.1 g, 0.015 mol)747 C (m.p.)2.4 g (0.023 mol)Data from: R.C. Weast, ed. Handbook of Chemistry and Physics. 70th ed.Boca Raton, F

Mar 7 W 11, 12 35, 35A Grignard: Triphenylmethanol - Mar 12 M 11, 12 35. 35A Grignard: Triphenylmethanol PE Mar 14 W 12, 14 14A Banana oil (Isopentyl Acetate) - Mar 19 M Break Mar 21 W Break Mar 26 M 25, 26 14A IR, NMR: Isopentyl Acetate April 2 Mar 28 W 11 11 Acetaminophen PE

Related Documents:

Chemistry ORU CH 210 Organic Chemistry I CHE 211 1,3 Chemistry OSU-OKC CH 210 Organic Chemistry I CHEM 2055 1,3,5 Chemistry OU CH 210 Organic Chemistry I CHEM 3064 1 Chemistry RCC CH 210 Organic Chemistry I CHEM 2115 1,3,5 Chemistry RSC CH 210 Organic Chemistry I CHEM 2103 1,3 Chemistry RSC CH 210 Organic Chemistry I CHEM 2112 1,3

O2 analyzer (one per chm) AMETEK CG1100 Rotation Assembly 0010-19534 Temperature Probe 0010-15563 SCR / Lamp 0190-03485 / 0190-36349 CHM A Implant RTA CHM B Implant RTA CHM C NA CHM D NA Pump Vendor Ebara Pump Model ( LL / Xfer / Process Chm) AA20N / NA / NA Pump Serial Number Yes Pump labeli

Human Physiology (300 Level) BIO 321 & 322 (WSU and WMU only) Microbiology with lab BIO 319 & 320 General CHM CHM 157 & 158 (as of Fall 2014 – CHM 144, 147, 145, and 148) Organic CHM CHM 234, 235 & 237 . Resume

Credits: 3; Prereq: MAC 1147 or the equivalent, and a passing score on the chemistry placement exam or a passing grade in CHM 1025; Coreq: CHM 2045L. The first semester of the CHM 2045/2045L and CHM 2046/2046L sequence. Stoichiometry, atomic and molecular structure, the states of matter, reaction rates and equilibria. A minimum grade of C is

Textbook Essentials of Organic Chemistry by Dewick The following textbooks are also available in the chemistry library on reserve: Organic Chemistry: A Short Course by Hart, Craine, Hart and Hadid Introduction to Organic Chemistry by Brown and Poon Fundamentals of Organic Chemistry by McMurry Essential Organic Chemistry by Bru

Updated 9/9/2021 CHM 2211L – Organic Chemistry Laboratory (2 credits) Room 210 Chemistry/Chemical Biology Building (CCB) Fall 2021 Teaching Assistant To be assigned – see Canvas site Faculty Coordinator Dr. Tammy A. Davidson,, Sisler 429B Please use Canvas or your

CHM 2211L - Organic Chemistry Laboratory (2 credits) Room 210 Chemistry/Chemical Biology Building (CCB) Fall 2021 Teaching Assistant To be assigned - see Canvas site Faculty Coordinator Dr. Tammy A. Davidson,, Sisler 429B Please use Canvas or your official UF email for any correspondence

CHM 105/ALL -- 9780073402765 0-07-340276-1 DENNISTON GENERAL ORGANIC BIOCHEMISTRY 8th 243.00 CHM 110/ALL -- BHATTI CHM 110 LAB MANUAL 1st 3.30 9780321741608 0-321-74160-9 MCMURRY CHEMISTRY (LOOSELEAF) 6th (select one format) 173.65 9780321704955 0-321-70495-9 MCMURRY CHEMISTRY-TEXT 6th (select one format) 247.65