7.11: Hydrogen Bond Acceptors

Structure & Reactivity I: Chemical Structure and Properties · LibreTexts

0%

Contents

    Text

    Size
    100%
    Theme
    Typeface
    Line length
    Spacing

    From LibreTexts, under CC BY-NC 3.0, as the source states it; its equations are written in TeX, which the PDF shows typeset. This page at LibreTexts.

    7.11: Hydrogen Bond Acceptors

    Formaldehyde is another example of a compound that dissolves well in water, and in fact the most common way to obtain formaldehyde is as an aqueous solution. You may have encountered such a solution in an anatomy or general biology lab, because formaldehyde solutions are used as preservatives for biological specimens. Of course, water and formaldehyde are both polar molecules, so it is easy to imagine their dipoles interacting together. However, formaldehyde does not have very strong hydrogen bonds like water does, so at first glance it seems as if formaldehyde might not interact with water molecules as strongly as water molecules interact with each other.

    Dipole-dipole interactions between formaldehyde and water.

    Actually, the interaction between these molecules may be stronger than it first seems. Although formaldehyde does not engage in strong hydrogen bonds by itself, in the presence of water or another protic compound -- one that contains a very positive hydrogen, such as H2O, HF or NH3 -- strong hydrogen bonds do form.

    Hydrogen bonds within a solution of formaldehyde and water.

    This occurs because formaldehyde has an oxygen atom with lone pairs and so it can act as a hydrogen bond acceptor. That means it can engage in hydrogen bonding with something that does have positive hydrogens that can interact with its lone pairs. The water in this case is acting as the hydrogen bond donor for formaldehyde. Hydrogen bond acceptors are often important in biological systems, where nearly everything takes place in the presence of water.

    Hydrogen bond between hydrogen of water and oxygen lone pair of formaldehyde.

    Exercise \(\PageIndex{1}\)

    Which of the following compounds are capable of hydrogen bonding? Which are hydrogen bond acceptors? Which are neither?

    a) triethylamine

    b) pentanal

    c) ethylamine

    d) diethyl ether

    e) butanamide

    f) hexene

    Answer a:

    H-bond acceptor

    Answer b:

    H-bond acceptor

    Answer c:

    Fully H-bonding

    Answer d:

    H-bond acceptor

    Answer e:

    Fully H-bonding

    Answer f:

    neither


    This page titled 7.11: Hydrogen Bond Acceptors was last modified on Tue, 04 Oct 2022 14:53:36 GMT and is shared under a CC BY-NC 3.0 license and was authored, remixed, and/or curated by Chris Schaller via source content that was edited to the style and standards of the LibreTexts platform.