Considering their structures and relative pK_a values, rank the following in order of increasing acidity:
sec-butyl alcohol, water, propan-1-ol, 2-chloropropan-1-ol, propanoic acid, nitric acid, hept-1-yne, heptane, and methylamine

heptane < methylamine < hept-1-yne < sec-butyl alcohol < propan-1-ol < water < 2-chloropropan-1-ol < propanoic acid < nitric acid

heptane < methylamine < hept-1-yne < sec-butyl alcohol < propan-1-ol < 2-chloropropan-1-ol < water < propanoic acid < nitric acid

heptane < methylamine < hept-1-yne < propan-1-ol < sec-butyl alcohol < 2-chloropropan-1-ol < water < propanoic acid < nitric acid

heptane < hept-1-yne < methylamine < propan-1-ol < sec-butyl alcohol < 2-chloropropan-1-ol < water < propanoic acid < nitric acid