Single bonds are different to covalent bonds

Single bonds are different to covalent bonds or ionic bonds

Keith S. Taber

Annie was a participant in the Understanding Chemical Bonding project. She was interviewed near the start of her college 'A level' course (equivalent to Y12 of the English school system). Annie was shown, and asked about, a sequence of images representing atoms, molecules and other sub-microscopic structures of the kinds commonl y used in chemistry teaching. She was shown a representation of the resonance between three canonical forms of BF3, sometimes used as away of reflection polar bonding. She had just seen another image representing resonance in the ethanoate ion, and had suggested that it contained a double bond. She had earlier in the interview referred to covalent bonding and ionic bonding, and after introducing the ideas of double bond, suggested that a double bond is different to a covalent bond.

Focal figure (14) presented to Annie

What about diagram 14?…

Oh.

(pause, c.13s)

Seems to be different arrangements. Of the three, or two elements.

Uh hm.

(pause, c.3s)

Which are joined by single bonds.

What, where, what single, what sorry are joined by single bonds?

All the F to the B to the F. Are single bonds they are not double like before. [i.e., a figure discussed earlier in the interview]

So are they covalent bonds? Or ionic bonds, or? Or are single bonds something different again?

Single bonds are different.

This reflected her earlier comment to the effect that a double bond is different to a covalent bond, suggesting that she did not appreciate how covalent bonds are considered to be singular or multiple.

However, as I checked what she was telling me, Annie's account seemed to shift.

They're different to double bonds?

Yeah.

And are they different to covalent bonds?

No 'cause you probably get covalent bonds which are single bonds.

So single bonds, just moments before said to different to covalent bonds, were now 'probably' capable of being covalent. As she continued to answer questions, Annie decided these were 'probably' just alternative terms.

So covalent bonds and single bonds, is that another word for the same thing?

Yeah, probably. But they can probably occur in different, things like in organic you talk about single bonds more than you talk about covalent, and then like in inorganic you talk about covalent bond, more than you talk about single bonding or double bonding.

So you think that maybe inorganic things, like sort of, >> copper iodide or something like that, that would tend to be more concerned with covalent bonds?

< Yeah. < Yeah.

But if you were doing organic things like, I don't know, erm, ethane, >> that's more likely to have single bonds in.

< Yeah. < Yeah.

So single bonds are more likely to occur in carbon compounds.

Yeah.

And covalent bonds are more likely to occur in some other type of compound?

Yeah. Sort of you've got different terminology, like you could probably use single bonds to refer to something in inorganic, but when you are talking about the structures and that, it's easier to talk about single bonds and double bonds, rather than saying that's got a covalent bond or that's got an ionic bond.

Annie's explanation did not seem to be a fully thought-out position. It was not consistent with the way she had earlier reported there being five covalent bonds and one double bond in an ethanoate ion.

It seems likely that in the context of the research interview, where being asked directly about these points, Annie was forced to make explicit the reasons she tended to label particular bonds in specific ways. The interview questions may have acted like Socratic questioning, a kind of scaffolding, leading to new insights. Only in this context did she realise that the single and double bonds her organic chemistry lecturer talked about might actually be referring to the same entities as the covalent bonds her inorganic chemistry lecturer talked about.

It would probably not have occurred to Annie's lecturers (of which, I was one) that she would not realise that single and double bonds were covalent bonds. It may well have been that if she had been taught by the same lecturer in both areas, the tendency to refer to single and multiple bonds in organic compounds (where most bonds were primarily covalent) and to focus on the covalent-ionic dissension in inorganic compounds (where degree of polarity in bonds was a main theme of teaching) would still have lead to the same confusion. Later in the interview, Annie commented that:

if I use ionic or covalent I'm talking about, sort of like a general, bond, but if I use double or single bonds, that's mainly organic, because sort of it represents, sort of the sharing, 'cause like you draw all the molecules out more.

This might be considered an example of fragmentation learning impediment, where a student does not make a link that the teacher is likely to assume is obvious.