Chapter 12, Problem 25P

Show how 1-pentanol could be transformed into each of the following compounds. (You may use any needed inorganic reagents and you need not show the synthesis of a particular compound more than once.)

(a) 1-Bromopentane

(b) 1-Pentene

(c) 2-Pentanol

(d) Pentane

(e) 2-Bromopentane

(f) 1-Hexanol

(g) 1-Heptanol

(h) Pentanal

(i) 2-Pentanone

(j) Pentanoic acid

(k) Dipentyl ether (two ways)

(l) 1-Pentyne

(m) 2-Bromo-1-pentene

(n) Pentyllithium

(o) 4-Methyl-4-nonanol