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

Question

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

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

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

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Answer 1 · 2017-08-23T13:47:33

$Option D$ $"Option D"$

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. $O H_{2}$ $OH_2$ , ammonia, $N H_{3}$ $NH_3$ , and for hydrogen fluoride, $H F$ $HF$ , and this manifests in their elevated normal boiling points that you should be able to quote.

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

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

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