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.