Predict the major product of the reaction between 1-butanol and: (a) PBr3 (b) SOCl2, py

Chapter 13, Problem 13.35

(choose chapter or problem)

Predict the major product of the reaction between 1-butanol and:

a) \(\mathrm{PBr}_{3}\)

(b) \(\mathrm{SOCl}_{2}, \mathrm{py}\)

(c) \(\mathrm{HCl}, \mathrm{ZnCl}_{2}\)

(d) \(\text { Conc. } \mathrm{H}_{2} \mathrm{SO}_{4} \text {, heat }\)

(e) \(\text { PCC, } \mathrm{CH}_{2} \mathrm{Cl}_{2}\)

(f) \(\mathrm{Na}_{2} \mathrm{Cr}_{2} \mathrm{O}_{7}, \mathrm{H}_{2} \mathrm{SO}_{4}, \mathrm{H}_{2} \mathrm{O}\)

(g) Li

(h) NaH

(i) TMSCl, Et3N

(j) TsCl, pyridine

(k) Na

(l) Potassium tert-butoxide