An IR is run to compare and identify functional groups. moderate-intensity peaks. Course Hero is not sponsored or endorsed by any college or university. 0000003379 00000 n 0000000893 00000 n Exactly 2.02 grams of cyclohexanol was used and having to find % yield, different combinations of methods were used to recover. 0000057265 00000 n In this experiment from 6.0 mL of cyclohexanol, 2.29 grams of cyclohexene is produced. Depending on which liquid was used, the colors were changed. Boiling points were at 63 to 69 degrees as first drop occurred at 66 degrees. OHH 2SO 4 heat + H 2O(1) cyclohexanol cyclohexene The mechanism of this reaction is shown in equation 2. You will then test for the presence of the carbon-carbon double bond by the addition of aqueous bromine and characterize your product using IR. process. stream In this experiment, cyclohexanol is dehydrated to cyclohexene n the presence of concentrated phosphoric acid: Distillation is employed in this experiment to synthesize and purify cyclohexene. Procedure Using cyclohexene with potassium permanganate with sulfuric acid turned it dark purple. Cyclohexene is an unsaturated hydrocarbon which is very reactive due to its negative center (Ault, 1973; Williamson, 2013; Eagleson, 1994). Terms in this set (23) purpose. Why the temperature of the still head should not exceed 90 degree in this experiment? You can see the corresponding bends to the right as only the hexene Also the purification of the product by adding sodium chloride and anhydrous sodium sulphate is worked. In this experiment, cyclohexanol will be dehydrated (acid catalyzed) to form cyclohexene in an elimination reaction. water works to pull the water from the organic layer to the water layers. Goal: The goal of this week s lab is to synthesize cyclohexene from cyclohexanol using the method of dehydration. The diol synthesized can then be transformed to carboxylic acid, ketone or aldehyde according to the applied conditions. 2. This makes it one of the largest mass-produced chemicals in the industry. % purity 100%. << /Length 5 0 R /Filter /FlateDecode >> 10. endobj Sodium chloride is used to neutralize the acid and the sodium sulphate is used to absorb the moisture. lO 6##D0 j@ Exactly 2.02 grams of cyclohexanol was used and having to find % yield, different combinations of methods were used to recover. The still head was connected with a condenser. Discussion: must have an alkene group somewhere in the molecule. Copyright 2023 StudeerSnel B.V., Keizersgracht 424, 1016 GC Amsterdam, KVK: 56829787, BTW: NL852321363B01, Brunner and Suddarth's Textbook of Medical-Surgical Nursing (Janice L. Hinkle; Kerry H. Cheever), The Methodology of the Social Sciences (Max Weber), Business Law: Text and Cases (Kenneth W. Clarkson; Roger LeRoy Miller; Frank B. 2 0 obj The pure product was then weighed. Instructor Test Bank. From this data, number of moles of cyclohexanol reacted is calculated. Upon cooling, a small amount of anhydrous calcium chloride was added to the product flask and swirled thoroughly. The thermometer should adjust the bulb level with the side arm of the distilling flask. <> A reason that yield wasnt higher may have been that, water was in the condensing flask. April 20 Office Hour - Lecture notes in pdf format. 0000002544 00000 n At first step, the hydroxyl group is protonated by sulfuric acid which then can function as a good leaving group. hbbd```b``3@$?XLE"Y]`:0 I 0V In this experiment, 1 of saturated sodium chloride is used to rinse the Hickman head of saturated sodium chloride solution was added to distillate, a dry and clean conical flask was weighed and added with 1g of anhydrous sodium sulphate, Then the upper layer of the mixture was drawn off and placed into a this conical flask, After that, this layer was filtrated by using filter paper and funnel to remove the used sodium sulphate. Cyclohexane from Cyclohexanol lab report.docx - Davis 1 April 27 Office Hour - Lecture notes in pdf format. https://chem.libretexts.org/Core/Organic_Chemistry/Alkenes/Synthesis_of_Alkenes/Alkenes_from_Dehy-dration_of_Alcohols. In the test between cyclohexene and bromine in chloroform, the brown solution is decolorized. <>/Metadata 147 0 R/ViewerPreferences 148 0 R>> To prevent from the loss, we can distillate the product by keeping the temperature not higher than 83 more than 3 times, because of near boiling point between water and cyclohexene. 7. 2. The yield obtained from the original 22.25 g of cyclohexanol was 10.12 g of, cyclohexene, giving a percentage of 45.58%. The general approach towards carrying out an organic reaction: (1) Write out the balanced reaction, using structural formulas. Cyclohexene from Cyclohexanol Introduction: The purpose of this experiment is to synthesize cyclohexene from cyclohexanol, this is accomplished through the elimination of the OH functionality from cyclohexanol by an acid (sulfuric or phosphoric) to yield cyclohexene and water; The intermediate step of this reaction yields a carbocation that can Dehydration of alcohol removes water (H-OH) group from alcohols to produce alkenes. ", This page is maintained by The University of Massachusetts Biology Department.University of Massachusetts AmherstSite Policies, The University of Massachusetts Biology Department. a. % this compound and do not leave drying agent, glass wool or towels coated with the compound lying on the bench. Separate the organic layer in the stoppered 25mL Erlenmeyer Notice the C-H stretching the hexanol: anything slightly to the left 0 2Two oxygen atoms of the permanganate ion bond to 2 carbon atoms, which doubly bond together, then the bonding between these oxygen atoms and the manganese atom are then broken. When testing with KMnO 4 turning spectrum. Cyclohexene has an unpleasant smell. Mass of Cyclohexene 3 -1,2-dibromocyclohexane. Conclusion In this experiment, cyclohexene was formed by an elimination reaction. 2021-22, Kami Export - Jacob Wilson - Copy of Independent and Dependent Variables Scenarios - Google Docs, 1-3 Discussion- Population, Samples, and Bias, SCS 200 Applied Social Sciences Module 1 Short Answers, EDUC 327 The Teacher and The School Curriculum, EMT Basic Final Exam Study Guide - Google Docs, Focused Exam Alcohol Use Disorder Completed Shadow Health, Test Out Lab Sim 2.2.6 Practice Questions, Chapter 2 - Summary Give Me Liberty! hb```,B eah``9|BabnnGk[[AN\Qz"H9CGn'= @d i$H3v 6A BSFOvaLWa>Al3433,oL"U B3 Don't just say "Looks good. Oxidizing cyclic alkene to a dicarboxylic acid. The purpose of this lab is to synthesize cyclohexanone. Mass of Cyclohexanol 7 Dont let the rubber too close to the heater. The distillate was allowed to cool for a few minutes. We boil the product not exceeding 83 can extract higher purity of cyclohexene for the next step adding anhydrous sodium sulphate. a. The phosphoric acid is a catalyst and as such increases the rate of reaction but does not affect the overall stoichiometry. This, water had to be separated so a separatory funnel was used to separate the two and it is, very possible that some cyclohexene was also removed along with the water.