2) Draw the full mechanism for bromination of each of the three molecules by electrophilic aromatic substitution. OH & Br Aromatic starting material Br2 ? FeBr3
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- Arrange the compounds below in order of increasing reactivity in a SN2 reaction. 1. (CH3)2СНCI 2. CH3CH2B1 3. CH3CH2C1 A) 1; 2; 3 В) 3;B 2; 1 C) 1; 3; 2 D) 2; 1; 3 E) 3; 1; 2What is the correct order of decreasing reactivity (most reactive first) of these compounds toward electrophilic aromatic substitution? CH3 a) | > | > | c) || > | > III OCH3 18 b) III > II >I d) II > III > I LOCH33) Complete the following: Stereochemistry and regiochemistry may be important. b) d) type type MeO Br type type type OH H Br E1 Reaction Borohydride Reduction H NaOAc DMF Асон HO PCC CH₂Cl2 H CO₂Et f) g) h) i) j) type type type type type OH OH Hydride Reduction MeHN Reductive Amination HO Br OH
- Mechanism. Propose a mechanism for the following reaction. Label the rate-determining step and the major resonance contributor. Make sure to include (1) the formation of the electrophile and (2) all significant resonance contributors of the sigma complex intermediate. NO2 H2N H2N. HNO, (1 eq.) H2SO4 O °C CF3 CF3Which synthetic route(s) would complete the reaction shown? Br || ||| I and II O I and III ? HO OH + enantiomer Synthesis I: 1. NaCCCH3; 2. Na/NH3(I) ;3. OsO4; 4. NaHSO3, H₂O Synthesis II: 2. NaCCCH3; 2. H2, Lindlar's catalyst; 3. MCPBA; 4. aq. H₂SO4 Synthesis III: 1. NaCCCH3; 2. H₂, Pt; 3. MCPBA; 4. aq. H₂SO41.Draw the structures of all 3 resonance hybrid forms of the benzenonium intermediatefor both o and p attack for the case of activating groups an indicate which one in eachcase is the most stable form.Draw the structure of all 3 resonance hybrid forms of the benzenonium intermediatefor m attack in the case involving a deactivating group. 2.Halogens are deactivating groups but direct electrophilic attack at the o and ppositions. Why is this the case?
- What is the first step in the mechanism for electrophilic aromatic substitutions and What is the driving force for losing a proton as the last step in electrophilic aromatic substitutions? Addition of the electrophile to the aromatic ring; Regeneration of the catalyst O Addition of the electrophile to the aromatic ring; Loss of the electrophile from the aromatic ring O Protonation of the aromatic ring, To make the ring more reactive O Generation of the electrophile; To restore an aromatic system O Deprotonation of the aromatic ring; To make room for the electrophileWhat is the best way to remeber the differences between Sn1, Sn2, E1 and E2 reations?Give a complete mechanism with step by step in details OMSO I10'c
- Draw a detailed mechanism for the FeBr3@catalyzed reaction of ethylbenzene with bromine, and show why the sigma complex (and the transition state leading to it) is lower in energy for substitution at the ortho and para positions than it is for substitution at the meta position.27) is most activated toward electrophilic which compound aromatic substitution. a) b) Br Br Br Lord o c)3) Provide the structure of the major organic product in the following reaction. CH3 4) Classify the compound below as aromatic, anti- aromatic, or non-aromatic. H 5) Classify the compound below as aromatic antiaromatic, or nonaromatic. Assume planarity of the TT network. B N 6) Provide the structure of the major mononitration product of the compound below or write "no reaction" if you think so. (hint: methoxy group is a stronger EDG than phenyl group) OCH 3