In which substance does hydrogen-bonding NOT feature as an intermolecular force?

In which substance does hydrogen-bonding NOT feature as an intermolecular force?

#"A. nitro-phenol"#
#"B. hydrogen fluoride"#
#"C. 2,2,2-trichloroethane-1,1-diol"#
#"D. chlorobenzene."#

1 Answer
Aug 23, 2017

#"Option D"#

Explanation:

Hydrogen bonding is known to occur where hydrogen is bound to a STRONGLY electronegative element, and is thus known to operate for water, i.e. #OH_2#, ammonia, #NH_3#, and for hydrogen fluoride, #HF#, and this manifests in their elevated normal boiling points that you should be able to quote.

Now #"chloral hydrate"#, the original #"mickey finn"# is #"2,2,2-trichloroethane-1,1-diol"# certainly fulfils the given criterion. So does #HF#, and so does the phenol derivative.

We are left with chlorobenzene as the solvent in which #"hydrogen-bonding"# does not operate.