FoundationsOrganic CHEM Lab
FoundationsOrganic CHEM Lab CHEM 3301
University of Memphis
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Ms. Noemie Klein
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This 7 page Class Notes was uploaded by Ms. Noemie Klein on Friday October 23, 2015. The Class Notes belongs to CHEM 3301 at University of Memphis taught by Staff in Fall. Since its upload, it has received 48 views. For similar materials see /class/228408/chem-3301-university-of-memphis in Chemistry at University of Memphis.
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Date Created: 10/23/15
Chem 3301 First day notes lSJanZOOS page 1 Purpose of course 1 understand why compounds behave in response to experimental conditions theory a temperature b solvents c acids or bases d adsorbents and dessicants e catalysts and other reagent 2 use theory to successfully manipulate nature compounds a not simply finish an experiment or following directions b understand the purpose design of the directions 3 opportunity to compare nature experiment versus theory science 4 think and solve problems for yourself maybe no manual in real job 5 learn good lab practices and techniques Today s Schedule 1 review course policies and safety procedures 2 resources in library SM316 and Smart Lab SMllO 3 checkin lab equipment and forms This course focuses mostly on purification methods 1 Preparation of a compound has two parts Reaction and Purification 2 synthesis is no good if product is impure Chem 3301 First day notes 181an2005 page 2 Review schedule Review Lab Policies and information First two weeks are hard resubmit rst two reports Getting yourself prepared 1 check syllabus for where to get information each week 2 review text and website materials a internet videos or CD b experiments in text overall process not step by step instruction c operations collected and explained end of text 1 experiment notes on website for additional information e demonstration of operations video examples email TA 4 15 minute question and answer period for most questions remaining questions left for the lab U 5 Multitask prep the next step of the experiment while waiting for a sample to heat cool distill develop etc No Cookbook There are no step by step directions 1 the exact procedure you use is your decision 2 prepare and understand plan Prelab write up 3 examples of procedures are in each Operation at the back of the text and in the internet videos 4 theory and principles are described for each experiment and operation 5 check each piece of glassware apparatus to see if it functions Typical Day 1 Turn in Post lab Turn in Prelab 2 TA Returns graded Prelabs Procedures and Postlabs Chem 3301 First day notes lSJanZOOS page 3 3 write questions on board initial questions important to you 4 go to lab follow plan and use Prelab information to carry out experiment LII record observations activities etc as they occur in notebook ON turn in procedure at end of day l some samples must be dried overnight so mp and weights should be done before next lab 00 if you attend whole period and do not finish you may make arrangements at end of lab for completion at another time Final comprehensive Questions will ask about theory and execution of experiments similar to ones done in the lab identify and explain use of equipment safety and rst aid information Safety Seminar Students will not be allowed to continue the course until they get a satisfactory grade on a safety and first aid test during second period Must read the introduction to laboratory text which includes information on safety procedures and MSDS Undergraduate Catalog In addition to ensure that students enrolled in laboratory courses learn the necessary safety information to safely participate in the laboratory course all prerequisites andor corequisites for all laboratory courses are strictly enforced As a result when a student enrolls in a laboratory course without prior completion of the necessary prerequisite or corequisite the student will be dropped from the laboratory course In addition when a student simultaneously enrolls in a laboratory course and corequisite course but subsequently drops or discontinues the corequisite course the student will be dropped from the laboratory course 1 preparation understanding experimental operations 2 safety goggles must be worn whenever you are in the lab 3 do not leave goggles in your drawer 4 put them on before you enter the lab Chem 3301 First day notes 181an2005 page 4 Why Someone could splash you as they go by or an abandoned ask could under pressure 5 Checkin day is the only day you may go in the lab without eye protection do not wear goggles on forehead check for moisture build up before coming to lab up to 20 pts will be deducted from your lab grade for no goggles OOO Do hold ask with one hand while transfering hazardous liquid into it 4 skin exposure Lab chemicals should be wiped off with a towel and then washed immediately Remove exposed clothing If discomfort is experienced after 5 min of washing with water ask your instructor or another student to come to you while you continue washing yell if necessary Describe the accident to the instructor or student as you continue to wash the exposed area Your instructor or student will call the Health Center for recommendations and tell them you will be coming and return to you with the FAF After you have administered or received adequate first aid based on MSDS you will be escorted by another student or staff to the Health Center The instructor will call the Health Center Chem 3301 Lquot O gt1 so 1 1 First day notes 181an2005 page 5 when you leave The escort will notify the instructor when they arrive and the instructor will stay in the lab in case the Health Center needs further information use gloves whenever you feel it is necessary strong acids and bases reactive organics and inorganics Gloves are available in the lab pack at the bookstore Gloves are not supplied by course Eye exposure if you can t see ask nearest person to escort you to eye wash Rinse with eye wide open Continue as in skin exposure Inhalation call Health Center and check MSDS Fire yell fire put out fire if manageable need only one extinguisher If TA is not already using extinguisher use it immediately Do not let fire get between you and the exit If not controlled in less than 60 sec evacuate the lab and pull nearest alarm switch Stay close to building to provide information to the fire department Cuts If a cut does not stop bleeding apply pressure ask someone to tell the Health Center you are on the way and ask someone to escort you Injured or unconscious person who cannot move under their own power Call 4357 You will be patched to 911 911 will only get you 4357 Safety quiz next week find eye wash fire extinguisher telephone shower exits location of FAF Expectations of TA 1 2 3 4 Grade labs returned the week following it was due help you understand concepts not recite facts should not leave the lab during the lab period TA39s may give advice not directions If you follow TA s advice it will be assumed you understand the advice and you are responsible for the consequences Internet 1 2 stop in Chemistry Library on the way to SM110 Reference section in Library a CRC Chemistry and Physics Handbook Merck Index Lange s Handbook of Chemistry Experiment E Directions Nucleophilic Substitution 22 Feb 2006 page 1 ALCOHOLS and ALKYL HALIDES AND NUCLEOPHILIC SUBSTITUTIONS Report properties only for silver nitrate ethanol acetone and sodium iodide for prelab The alcohols and alkyl halides are provided here See Notes The purpose of the lab is to demonstrate the dependence of substitution reactivity on structure MW MP B P DEN SOL 1butanol 7412 895 1176 081 Ac BzEtOHEtzO 2butanol 7412 995 0808 WA1eth 1 14 7 tbutylalcohol 7412 256 8241 0781 WA1 Benzylalcohol 10814 2047 1042 Weth 1519 A1ethpetr eth Phenol 9911 4085 182 1071 WBzAlChlor ethpetr 1chlorobutane 9257 123 785 08865 A1eth 2chlorobutane 9257 140 68 0871 WA1eth tbutylchloride 9257 265 510 0847 WA1eth Benzylchloride 12659 43 179 110 A1 ch1eth Chlorobenzene 11256 45 131 1107 A1BzCh1eth 1bromobutane 13702 112 1013 1269 A1Eth 2bromobutane 13702 112 912 1253 A1eth tbutylbromide 13702 163 733 12125 Orgsolvent Benzylbromide 17104 39 198 14380 EtzOeth Bromobenzene 157 01 31 156 1491 Ch1BzA1ethp etr carbons E Experiment E Directions Nucleophilic Substitution 22 Feb 2006 page 2 If a positive result does not occur in l min continue timing but start a test on a new compound 139 e do experiments in parallel PART A REACTIVITY OF BROMIDES TOWARD SODIUM IODIDE C 22 Sodium Iodide in acetone Lehman third edition page 550 In this part of the experiment you will test the reactivity of several alkyl halides under SN2 conditions In acetone solution other alkyl halides can be converted to alkyl iodides Although we might expect such a reaction to be reversible it can be driven forward by using anhydrous acetone as the solvent Sodium iodide is soluble in this solvent whereas sodium chloride and sodium bromide are not If a reaction occurs a precipitate of sodium bromide or sodium chloride will form Directions Use scrupulously dry test tubes for this experiment Add 2 drops of the liquid to be tested to about 2 mL of a 15 solution of sodium iodide in anhydrous acetone Mix the contents and note the time required for a precipitate to form up to 15 minutes Test each of the following organic bromides lbromobutane 2bromobutane tbutyl bromide benzyl bromide and bromobenzene Report your results in tabular form 5 PART B REACTIVITY OF HALIDES TOWARD SILVER NITRATE C 21 Silver nitrate in ethanol Lehman third edition page 550 In this part of the experiment you will test the reactivity of several alkyl halides under SNl conditions reaction Organic halides may react with ethanol to form ethyl ethers If the ethanol contains silver ion the reaction is speeded up because the silver ion acts as an electrophile toward the halogen and helps to break the carbonhalogen bond Alkyl chlorides yield a discernible silver chloride precipitate which is insoluble in ethanol and thus provides a signal that a reaction has occurred CU AgNO3 gt Re3 AgCls NOC R HOCHZCH3 gt R ICHZCH3 R H 6 3 C CH2CH3 gt C OCHZCH3 H H Directions Add 2 drops of the organic chloride to be tested to 2 mL of 2 ethanolic silver nitrate solution Avoid skin contact with the silver nitrate solution as it can form a dark hard to remove stain shake and record the time required for a silver chloride precipitate to form Test each of the following chlorides lchlorobutane 2
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