3. Show how you could synthesize 2,4-pentanediol using a hydride reduction. WILLIAMSON ETHER SYNTHESIS OF PHENACETIN 0 1. What is the purpose of each of these steps in the proced ure? a. Filtering by gravity (paragraph 2, lines 3-4) b. Adding water to the filtrate (paragraph 3, line 1) 2. Starting with any alcohols, phenols or alkyl halides you wish, show how each of the following can be prepared by the Williamson synthesis. (HINT: The second step goes by the SN2 mechanism.) a. Dipropyl ether b. ethyl butyl ether 3. What are the advantages of working with microscale equipment as opposed to the larger equipment you have used before? vda Sn Slds 2

3. Show how you could synthesize 2,4-pentanediol using a hydride reduction. WILLIAMSON ETHER SYNTHESIS OF PHENACETIN 0 1. What is the purpose of each of these steps in the proced ure? a. Filtering by gravity (paragraph 2, lines 3-4) b. Adding water to the filtrate (paragraph 3, line 1) 2. Starting with any alcohols, phenols or alkyl halides you wish, show how each of the following can be prepared by the Williamson synthesis. (HINT: The second step goes by the SN2 mechanism.) a. Dipropyl ether b. ethyl butyl ether 3. What are the advantages of working with microscale equipment as opposed to the larger equipment you have used before? vda Sn Slds 2

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter16: Synthesis Workshop 1

Section: Chapter Questions

Problem 28E

See similar textbooks

Similar questions

Synthesis of benzoic acid: 1. What will you do if you observe three layers in your liquid/liquid extraction? 2. In the second the extraction, what is the purpose of adding NaOH? What product is formed?
Adol Condensation Lab, Organic Chemistry 2: The same physical property that helps drive the reaction to completion can also stall out the reaction before it starts. What do we do in the procedure that helps minimize this concern? (initially I said that the driving force is 1) reactivity of carbonyl compounds 2) stability of the product please be as detailed as possible, will mark as helpful
Please help me to select the correct reagents for the following 3 steps.
1. Write the reaction that you will do this week for the Williamson ether synthesis. Label the nucleophile and the electrophile, the nucleophilic atom and the electrophilic atom. 2. Mechanistically, what type of reaction is the ether synthesis that you will perform this week? 3. An extraction is done for the work-up. What liquids will be used for the extraction? In which liquid will the product be? Will the product be in the top layer or the bottom layer?
Choose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) KMnO4, H3O+ CH3Cl, AlCl3 HNO3, H2SO4 Cl2, FeCl3 fuming sulfuric acid
Self-condensation of acetone is a possible side reaction for the aldol condensation(Reaction 1). Draw the structure of this side product. How is this side reaction minimizedin our procedure written below? Reaction 1 - Experimental Procedure: In a clean, small Erlenmeyer flask, combine your unknownaromatic aldehyde (350 μL (400 mg if it is a solid)), 95% ethanol (2.0 mL), and 5 N aqueoussodium hydroxide (0.6 mL). Swirl to mix, and then add acetone (100 μL). Stir/swirl vigorously for30 minutes, until precipitation is complete. If no precipitate forms after 15 minutes, heat theErlenmeyer flask gently in on the sand bath in the hood for 15 minutes, and then allow it to coolto room temperature. Whether heated or not, cool your Erlenmeyer flask in an ice bath for 10minutes to ensure complete crystallization. Collect the product by vacuum filtration. (If you donot have any solid at this point, evaporate all solvent in the sand bath. Recrystallize if solidresidue is obtained; otherwise stop…
Organometallic reagents and alkoxides are strong bases as well as being good nucleophiles. Given the pKa values below, which reagent is the stronger base, nBuLi (CH3CH2CH2CH2LI) or the tert-butoxide anion ((CH3)3CO‒)? Explain your choice clearly in terms of structure andbonding. (Comparing the pKa values is not an explanation.) (CH3)3COH pka= 16.54CH3CH2CH2CH3 pka= 50
Please give me a technique on how to do these. Should I just remove the halide (e.g. Cl) then attach the remaining figure to a benzene? Will that always work? Or do you have any techniques you can suggest? An easy one without much solving?
What is the best synthesis route to prepare (2R)‐1‐phenylbutan‐2‐ol starting from benzene, without using Mg or Riemer-Tiemman reaction?
Describe how the product is purified. 4,4'-DIBROMOBIPHENYL [Biphenyl, 4,4'-dibromo-] Submitted by Robert E. Buckles and Norris G. Wheeler1. Checked by R. S. Schreiber, Wm. Bradley Reid, Jr., and Robert W. Jackson. 1. Procedure In a 15-cm. evaporating dish is placed 15.4 g. (0.10 mole) of finely powdered biphenyl (Note 1). The dish is set on a porcelain rack in a 30-cm. desiccator with a 10-cm. evaporating dish under the rack containing 39 g. (12 ml., 0.24 mole) of bromine. The desiccator is closed, but a very small opening is provided for the escape of hydrogen bromide (Note 2). The biphenyl is left in contact with the bromine vapor for 8 hours (or overnight). The orange solid is then removed from the desiccator and allowed to stand in the air under a hood for at least 4 hours (Note 3). At this point, the product weighs about 30 g. and has a melting point in the neighborhood of 152°. The crude 4,4'-dibromobiphenyl is dissolved in 75 ml. of benzene, filtered, and cooled to 15°. The…
Please answer in detail and show all your work, thank you! Synthesis of Ibuprofen-Part 2: Some pain relievers including ibuprofen (Motrin ® and naproxen (Aleve B are " α-arylpropanoic acids." Look up the structure of flurbiprofen, another α-arylpropionic acid. Using the same reactions that we used for making ibuprofen, show how to make flurbiprofen from the compound below. Show all intermediates and reagents in your synthesis. Show how you would prepare ibuprofen starting from p-isobutylbenzaldehyde rather than p-isobutylacetophenenone. What reaction steps would need to change and how?
The two Grignard reactions and the reduction reaction below are all believed to have similar mechanisms. Use the curved arrow formalism to draw a single mechanism for these reactions using :Nuc-1 to indicate the nucleophile. The reacations are: cyclohexylmagnesium chloride + acetone in ether --> 2-cyclohexyl-2-propanol phenylmagnesium bromide + acetone in ether --> 2-phenyl-2-propanol Acetone + NaBH4 --> 2-propanol