Radical Allylic (Benzylic) Halogenation 1. Allylic and benzylic halogenation using X2 Allylic and benzylic bromination N-bromosuccinimide Reactions (NBS).
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Can you explain it? Provide examples with the various steps and explanations. How can I locate benzylic carbon? What about resonance structures?
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- Review topics] [References) 1. CI NaOH NH2 NaCI H20 2. OH NAHCO3 12 H20 CO2 Nal a = Proton transfer d = Electrophilic addition g = SN1 Nucleophilic substitution b = Lewis acid/base c = Radical chain substitution e = El Elimination h = SN2 Nucleophilic substitution f= E2 Elimination Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2. Retry Entire Group 9 more group attempts remaining nswerIdentify in the diagrams shown below:The. Homolytic breaking of the covalent bond/radical reactionB. Heterolytic cleavage of the covalent bond / Ionic reactionc. Electrophile / Nucleophile / radicald. Reaction intermediary.As we will learn in Section 13.12, 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?
- 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[Review Topics] [References] Br H3C CH3 H3C H3C 1. Aqueous ethanol + HO +] H. CH3 H. CH3 BH3 O-BH3 f=Sn1 Nucleophilic substitution g = Sn2 Nucleophilic substitution a = Proton transfer d = El Elimination b Lewis acid/base e = E2 Elimination c = Electrophilic addition The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a - gf answers. 2.A benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.
- 7. Fill in the missing information.Item 2 Draw the organic products formed in each reaction. Consider both substitution and elimination products, if possible. Indicate the type of reaction that happened (SN1, SN2, E1, E2). Include stereochemistry and regiochemistry if relevant. For multiple products, identify which is the major and which is th]e minor product. a. b. C. d. e. H₂C 9H **** CH3 CH₂CH3 Br Br CH₂CH C6H5 Br -OC(CH3)3 OC(CH3)3 CH3CH₂OH TOH CH₂OHQuestion 9
- Fill in the boxes with the missing alkyl halide (reactant side), appropriate nucleophile (by arrow), or substitution or elimination product (product side). Show stereochemistry on the product when applicable. benzene ring." - CH₂OH g. h. Note: "Ph" f. Br C CH₂OH g. املے مذ h. Br HOPh THF[Review Topics] [References] Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. %3D H3C CH3 HO-CH3 • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na*, I', in your answer. • In cases where there is more than one answer, just draw one. C P. opy Bste C. Previous Next Email Instructor Save and Exit Cengage Learning | Cengage Technical Support 5:50 PM arch 82°F 3/28/2022A terminal alkyne (RC=CH) is exposed to excess HBr. What rule should be followed to determine the placement of the halogen atoms in the product? A. Markovnikov rule O B. Hofmann's rule O C. Zaitzev's rule D. Anti-Markovnikov rule