As we will learn in Section 15.12, many antioxidants-compounds that prevent unwanted radical oxidation reactions from occurring-are phenols, compounds that contain an OH group bonded directly to a benzene ring. a. Explain why homolysis of the O-H bond in phenol requires considerably less energy than homolysis of the O-H bond in ethanol (362 kJ/mol vs. 438 kJ/mol). b. Why is the C-O bond in phenol shorter than the C-O bond in ethanol? -O-H CH,CH2-0-H phenol ethanol
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- 7) You want to synthesize 3-methyl-2-pentene from 2-chloro-3-methylpentane. Which reagent would you use? a. HCI, heat b. NH:(aq), 25°C c. CH:CO2NA, CH:CO2H, heat d. CH3CH2ONA, CH3CH2OH, heat e. CН:CH2ОН, heat40. Deuterium oxide, D20, is water that contains the stable hydrogen isotope 2H, usually shown as D. When dissolved in deuterium oxide, ethanol undergoes the following reaction: * CH3CH2OH + D½0 → CH;CH2OD + HOD What is the best way of showing that this reaction has occurred? A. By testing the product with phosphorus pentachloride and not getting steamy fumes. B. By determining the mass spectrum of the mixture and showing peaks at m/z values of 20 and 46. C. By fractionally distilling the mixture and determining the amount of CH3CH2OD using a Geiger counter. D. By determining the mass spectrum of the mixture and showing peaks at m/z values by 19 and 47. A В O DFor each reaction in question 20, sketch a reaction coordinate energy diagram indicating the starting materials, transition states and any intermediates, if present, in the reaction. Don't worry about the absolute energy of starting materials and products but you can assume that the product is more stable than the starting materials.
- Consider the reaction of two compounds 'A' and 'B' which could make two possible diastereomers 'AB' and 'BA' (much like this week's Diels Alder reaction). Reaction pathway 1: A + B → AB E, = 12.0 kJ/mol AG = -30.0 kJ/mol Reaction pathway 2: A + B – BA E = 13.0 kJ/mol AG=-21.7 kJ/mol a a) Which of the two products (A or B) will form in greater abundance under thermoydynamic control? Which will form in greater abundance under kinetic control? Explain your responses using a sketch of the reaction coordinate diagram for the reactions described above. b) Assuming kinetic reaction control, how much more of the kinetically favored product will form (as a percentage of the total product) when the reaction is run to completion at 275 K? Show your calculation. c) Assuming thermodynamic reaction control, how much more of the thermodynamically favored product will form (as a percentage of the total product) when the reaction is run to completion at 450K? Show your calculation.1. Write the structure of the major organic product for reactions a, b and e? H₂C b. H₂c- CH, CH₂ Cold KMnO, OH A KMnO, H c. CH3CH₂-CH=CH-CH₂CH3 + H₂SO4 →9. Which of the following compounds is converted to carbon dioxide and acetic acid (CH3CO₂H) upon ozonolysis? 1 IA A. I B. II C. III D. IV E. II and III IV
- Draw the structure of the organic product formed when the given compounds undergo the three-step reaction sequence indicated. Select Draw Rings More Erase C Br 1. NaOC,H5. C,H5OH 2. NaOH, H2O 3. H3O*, heat6. Complete the following reaction scheme (g) CH H3C. 1) 9-BBN CH 2) H-О, NaOH (h) H20, H,SO4. HØSO4 (i) 1) BH3 2) H2O,, NaOH1. OSO4 2. NaHSO3 In the box below draw the structure of the organic product(s) of this reaction.
- Question 18 8f 20 Predict the major organic product of the reaction, and complete its mechanism. Predict the product. Select Draw Rings More C 1. NaOEt/ETOH 2. CH3CH,Br 3. dilute NaOH, heat 4. H3O* 5. HeatWhy does bromination reactions occur only on more stable radicals? O a. Br₂ is less reactive than Cl₂. O b. Br₂ is more reactive than Cl₂. O c. Br₂ is less selective than Cl₂. O d. Both a and c.a.which reaction is faster ? b. Complete the enerqy diagram c. labei the diagram by drawing méterials the structures of the Starting b. Но Br Но Br HBr vs. HBr reaction