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- For problem 8.17, all of the reactions will be SN2. For each reaction, identify and evaluate each nucleophile (strong? weak? Strong or weak as a base?) Also, evaluate each solvent as polar protic or polar aprotic. I recommend drawing the structure of each solvent. (d) Sodium cyanide in dimethyl sulfoxide (e) Sodium azide in aqueous ethanol (f) Sodium hydrogen sulfide in ethanolIsolated from marine algae, prelaureatin is thought to be biosynthesized from laurediol by the following route. Propose a mechanism.For problem 8.17, all of the reactions will be SN2. For each reaction, identify and evaluate each nucleophile (strong? weak? Strong or weak as a base?) Also, evaluate each solvent as polar protic or polar aprotic. I recommend drawing the structure of each solvent. (g) Sodium methanethiolate (NaSCH3) in ethanol
- Match the questions with the correct descriptions below: Sn2, E2 E1cb Sn1, E1 (anti) E2, E1cb Sn1, E1 2 steps poor leaving group 2 carbons removed from a carbonyl group carbanion intermediate 3°>allylic, benzylic>2°>1°>CH₃ carbocation intermediate Ist order reaction (r=k[RX]) H-X anti no intermediate 2nd order reaction (r=k[RX][Nu]) polar aprotic solventScheme 1: Reagents: (a) acetic anhydride, sulfamic acid, 60°C,30min,91%; (b) Et3SiH,I2,0-5°C,30min,82%. 1) Draw the FULL, ARROW-PUSHING MECHANISM 2) Provide a verbalization of the mechanism for your reaction mechanism 3) What is happening at each step? What atom is nucleophilic? Which atom is electrophilic? Which bonds are made? Which bonds are broken? 4) Imagine you are trying to describe the reaction mechanism and I can't see your display - how would you describe the mechanism in a way that I know, that you know, what you are talking about.2. In the following reactions identify the nucleophile by writing Nu on the atom that does the attacking. Then circle the atom that is the leaving group in the electrophile. a. b. N Br F + + Na Me Iton MeOH olapidmolo-1 ydw niele, brinsw Insbrta staulis pach Maiy book
- Unlike most other electrophilic aromatic substitutions, sulfonation is often reversible (see Section 17-4). When one sample oftoluene is sulfonated at 0 °C and another sample is sulfonated at 100 °C, the following ratios of substitution products result:Reaction TemperatureIsomer of the Product 0 °C 100 °Co-toluenesulfonic acid 43% 13%m-toluenesulfonic acid 4% 8%p-toluenesulfonic acid 53% 79%(a) Explain the change in the product ratios when the temperature is increased.(b) Predict what will happen when the product mixture from the reaction at 0 °C is heated to 100 °C.(c) Because the SO3H group can be added to a benzene ring and removed later, it is sometimes called a blocking group.Show how 2,6-dibromotoluene can be made from toluene using sulfonation and desulfonation as intermediate steps inthe synthesis.I. Propose a mechanism reaction for the reaction below. 2. Identify the major and the minor products.select the most appropriate reagent(s) to effect the change. K2Cr2O7, H+ H2, Pd 1. Disiamylborane, 2. HO–, H2O, H2O2 NaOCl H2SO4, HgSO4
- Draw reaction mechanism for week 2 A wittig reaction experiment: Week 1 -》 preparation of phosphonium salt Materials : triphenylphosphine (5.3g),methyl Bromoacetate 3.36g (2.1ml) , ethanol 30ml . The yield obtained was 8.93g .The percentage yield was 106.4% Week 2 -》 Formation of the ylide and wittig reaction Materials :Phosphonium salt (5g), napthyl-2- carboxaldehyde( 2.65g), 20 ml of water and 5 nl of Nahco3. Yield obtained was 0.51g . The percentage yield was 14.2%. Week 3: Solvent free wittig reaction Materials: Benzyltriphenylphosphonium chloride (0.5g ), 4 - Bromoabenzaldehyde (0.24g), Potassium phosphate (tribasi c) 0.275g .The yield obtained was 1.21g. The percentage yield was 35.6%.In the experiment where an Electrophillic aromatic substitution sulfonation reaction is conducted on Indigo to produce the food dye FD&C Blue #2(indigo blue or indigotine). show a mechanism showing a single sulfonation on a molecule of indigo.Provide the mechanism and products for the acid-catalyzed epoxide opening reactions below, including appropriate stereochemistry.