2. a= Proton transfer b= Lewis acid/base c = Electrophilic addition OH 1. 2. NaH H₂SO4 H₂C d = E1 Elimination e E2 Elimination 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-g for your answers. f = SN1 Nucleophilic substitution g=SN2 Nucleophilic substitution

2. a= Proton transfer b= Lewis acid/base c = Electrophilic addition OH 1. 2. NaH H₂SO4 H₂C d = E1 Elimination e E2 Elimination 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-g for your answers. f = SN1 Nucleophilic substitution g=SN2 Nucleophilic substitution

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 30MP: The carbocation electrophile in a Friede1-Crafts reaction can be generated by an alternate means...

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tert-butyl chloride (2-chloro-2-methylpropane) from tert- butyl alcohol (tert-butanol) using an acid catalyzed dehydration reaction Physical Constants Compound Mol. Wt (g/mol) Density (g/mL) b.p. (°C) m.p. (°C) 2-Methyl-2-propanol 74.12 0.786 82 25 2-Chloro-2- methylpropane 92.57 0.851 51 -25 Hydrochloric acid 37% soln in H2O 1.18           -85             -26 12.0ml of t-butyl alcohol, with 25.0ml 12.0M HCl, 12ml of water, 12ml of saturated aqueous sodium bicarbonate, 12ml of saturated aqueous sodium chloride, magnesium sulfate 1 (CH3)COH + 1 H3O^+ Cl^- -> 1 (CH3)3CCl + 2 H2O Typically yield 6.34g Why is the percent yield be lower than expected? 53.9% .. Is it due to evaporation? Is it not the major product? If this reaction was with 2-butanol/HCl instead of tert butanol, how would I obtain the products/mechanism, and determine major products? Thank you!!
tert-butyl chloride (2-chloro-2-methylpropane) from tert- butyl alcohol (tert-butanol) using an acid catalyzed dehydration reaction Physical Constants Compound Mol. Wt (g/mol) Density (g/mL) b.p. (°C) m.p. (°C) 2-Methyl-2-propanol 74.12 0.786 82 25 2-Chloro-2- methylpropane 92.57 0.851 51 -25 Hydrochloric acid 37% soln in H2O 1.18           -85             -26 12.0ml of t-butyl alcohol, with 25.0ml 12.0M HCl, 12ml of water, 12ml of saturated aqueous sodium bicarbonate, 12ml of saturated aqueous sodium chloride, magnesium sulfate 1 (CH3)COH + 1 H3O^+ Cl^- -> 1 (CH3)3CCl + 2 H2O Typically yield 6.34g How would I calculate theoretical and percent yield for the reaction ? Please and thank you!
tert-butyl chloride (2-chloro-2-methylpropane) from tert- butyl alcohol (tert-butanol) using an acid catalyzed dehydration reaction Physical Constants Compound Mol. Wt (g/mol) Density (g/mL) b.p. (°C) m.p. (°C) 2-Methyl-2-propanol 74.12 0.786 82 25 2-Chloro-2- methylpropane 92.57 0.851 51 -25 Hydrochloric acid 37% soln in H2O 1.18           -85             -26 12.0ml of t-butyl alcohol, with 25.0ml 12.0M HCl, 12ml of water, 12ml of saturated aqueous sodium bicarbonate, 12ml of saturated aqueous sodium chloride, magnesium sulfate 1 (CH3)COH + 1 H3O^+ Cl^- -> 1 (CH3)3CCl + 2 H2O Typically yield 6.34g Why is the percent yield be lower than expected? 53.9% .. Is it due to evaporation? What is the major product of this reaction? isobutene or t-butylchloride? If this reaction was with 2-butanol/HCl instead of tert butanol, how would I obtain the products/mechanism (SN2?), and determine major products? If sn2, why? Thank you!! This was…