1.Natoluenereflux+NaCl.OHH₂O+2.Br2Br.HBra = Proton transferd= Radical chain additiong= E2 Eliminationb= Lewis acid/basee = Electrophilic additionh=SN1 Nucleophilic substitutionC = Radical chain substitutionf = E1 Eliminationi = SN2 Nucleophilic substitutionIdentify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i foryour answers.12.

Step 1: Explanation for Reaction 1 : Sodium phenoxide (NaO) is a potent nucleophile that has…

Answered: 1. Na toluene reflux + NaCl .OH H₂O +…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.27P

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1. Na OEt 2. CH;OH Br Br2 HBr ÓCH a = Proton transfer d = Radical chain addition g = E2 Elimination h = SN1 Nucleophilic substitution i= Sy2 Nucleophilic substitution b = Lewis acid/base e = Electrophilic addition c = Radical chain substitution f=El 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.
CF2Cl2 can be prepared from the nucleophilic substitution of another alkyl halide CCl4 in the presence of excess HF. CCl4 + 2HF -----> CF₂Cl2 + 2HCI. rate = k[CCl4] How long will it take for this reaction to reach 90% completion if the the rate constant for the reaction is 1.5 x 10- 4 5-1? Give your answer in hours to 1 d.p. Time required: hours
1. Br Na NaBr Ph 2. CI NaOH но d = Radical chain addition g = E2 Elimination h = Sy1 Nucleophilic substitution a = Proton transfer b = Lewis acid/base e = Electrophilic addition c = Radical chain substitution f = E1 Elimination i = SN2 Nucleophilic substitution 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.
2. OH 1. HCI 2. H- O a = Proton transfer b = Lewis acid/base c = Radical chain substitution d = Radical chain addition OH OCOH xXxa + H₂O e = Electrophilic addition f = E1 Elimination g= E2 Elimination HCI Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers. h = SN1 Nucleophilic substitution i = SN2 Nucleophilic substitution j = Electrophilic aromatic substitution
1. OEt OEt NaBr Na 2. ELOH NaOEt NaCi HOET d = Electrophilic addition g = SN1 Nucleophilic a = Proton transfer substitution h = SN2 Nucleophilic b = Lewis acid/base e = El Elimination substitution c = Radical chain f= E2 Elimination substitution 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. Submit Answer Try Another Version 2 item attempts remaining
H Ph 1. HỒ NaOH Ph Br DMSO / H20 2. N-Br ..OH N-H Proton transfer d = Radical chain addition g = E2 Elimination a = b = Lewis acid/base e = Electrophilic addition h = SN1 Nucleophilic substitution I| c = Radical chain substitution f= El Elimination i = SN2 Nucleophilic substitution 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.
1. MgBr 1. Dry ether OH 2. Hао 2. Br AIB 3 AIBra d = Electrophilic addition g = SN1 Nucleophilic a = Proton transfer substitution h = SN2 Nucleophilic b = Lewis acid/base e = El Elimination substitution c = Radical chain f= E2 Elimination substitution 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. Submit Answer Retry Entire Group 8 more group attempts remaining
人,。 1. CH,OH Br Br2 HBr ÓCH, 2. CH2 LiT a = Proton transfer d = Radical chain addition g = E2 Elimination b = Lewis acid/base e = Electrophilic addition SN1 Nucleophilic substitution h = C = Radical chain substitution f = E1 Elimination i = SN2 Nucleophilic substitution 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. Submit Answer Retry Entire Group 9 more group attempts remaining
7. Reaction Scheme. NH₂ NH2 or two differnet methods (no same steps/reagents) C5H12N2 1. xs Mel, xs K2CO3 2. Ag2O, H₂O 3. heat Br2, xs NaOH, xs H₂O OHC 1.03 2. DMS CHO
1a. What is the mechanism for reaction 2? 1b. What is the mechanism for reaction 3? a Electrophilic addition b Electrophilic substitution c Radical substitution d Rearrangement 2. What reagents are needed in reaction 3? a 3H2, Rh (with high pressure) b H2, PtO2 c KMnO4, H+ d Br2, uv
1. aq. NaOH reflux NaCI H20 OH 2. HI a = Proton transfer d = Radical chain addition g = E2 Elimination b = Lewis acid/base e = Electrophilic addition h = SN1 Nucleophilic substitution C = Radical chain substitution f = E1 Elimination i = SN2 Nucleophilic substitution 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. Submit Answer Retry Entire Group 9 more group attempts remaining
7. The reaction of methoxide anion with bromoethane to yield the ether ethyl methyl ether and the bromide anon (Br-) is an excellent example of a general reaction type called Sy2 (substitution nucleophilic bimolecular): CH,0+ CH,СH-Br a CH3-0-CH,СH; + Br- a. Change in enthalpy is -103 kJ/mol; the change in entropy is + 0.025 kJ/mol-K. Calculate DG at 300K. b. Is the reaction endergonic or exergonic? c. Is the reaction endothermic or exothermic? d. Use curved arrows to show the complete mechanism. Reaction of 2-methyl-1-butene with H-Cl could yield TWO alkyl chloride products. Draw and name 8. them.

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