1. Draw the major product of the reaction of 1-butanol and the following reagents.(a) PBr3(b) SOCI2, py(c) HCI, ZNCI2(d) Conc. H2SO4, heat(e) PCC, CH2CI2(f) NażCr,O7, H2SO4, H2O(g) Li(h) NaH(i) TMSCI, Et3N(1) TSCI, pyridine(k) Na(1) Potassium tert-butoxide

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Draw the major product of the reaction of 1-butanol and the following reagents. (a) PBr3 (b) SOCI₂, py (c) HCI, ZnCl₂ (d) Conc. H₂SO4, heat (e) PCC, CH₂Cl₂ (f) Na₂Cr₂O7, H₂SO4, H₂O (g) Li (h) NaH (i) TMSCI, Et3N (i) TsCl, pyridine (k) Na (1) Potassium tert-butoxide

Draw the major product of the reaction of 1-butanol and the following reagents. (a) PBr3 (b) SOCI₂, py (c) HCI, ZnCl₂ (d) Conc. H₂SO4, heat (e) PCC, CH₂Cl₂ (f) Na₂Cr₂O7, H₂SO4, H₂O (g) Li (h) NaH (i) TMSCI, Et3N (i) TsCl, pyridine (k) Na (1) Potassium tert-butoxide

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

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.48P

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Question

1. Draw the major product of the reaction of 1-butanol and the following reagents.
(a) PBr3
(b) SOCI2, py
(c) HCI, ZNCI2
(d) Conc. H2SO4, heat
(e) PCC, CH2CI2
(f) NażCr,O7, H2SO4, H2O
(g) Li
(h) NaH
(i) TMSCI, Et3N
(1) TSCI, pyridine
(k) Na
(1) Potassium tert-butoxide

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