No turning around a double bond

Section 1 of 4

A single bond lets the groups at its two ends spin. A double bond holds them in place, and that one fact gives some molecules two different forms.

In ethane, C₂H₆, the two carbon atoms share one pair of electrons. That pair sits right on the line between the two atoms, so each CH₃ group can spin around the bond like a wheel on an axle, and the pair stays shared all the way round. At room temperature, the two ends of an ethane molecule turn against each other billions of times a second. That is why a chain of single bonds can twist and bend in countless ways and still be the same molecule.

A single bond turns; a double bond holds its ends in place Two ball-and-stick drawings. Top, two carbon atoms joined by a single bond, each with three hydrogen atoms, and a curved arrow round the bond: the two ends turn freely. Bottom, two carbon atoms joined by a double bond, each with two hydrogen atoms, all six atoms flat. Two clouds, one above the bond and one below it, are labelled second shared pair: the ends stay locked, flat. single bond the two ends turn freely double bond second shared pair the ends stay locked, flat
Around a single bond, the two ends turn freely. Around a double bond, the second shared pair sits in clouds above and below the flat molecule, and holds both ends in place.

In ethene, C₂H₄, the carbons share two pairs. The first pair sits on the line between them, as in ethane. The second pair spreads out into two clouds, one above the line and one below it. All six atoms of ethene lie flat in one plane, as lesson 3 showed, and the clouds stand above and below that plane.

The second pair holds the two carbons together only while the clouds from both carbons overlap, and they overlap when both ends of the molecule lie flat in the same plane. Twist one end a quarter turn and the clouds pull apart, which breaks the second bond. That takes a lot of energy, so at room temperature the ends of a double bond stay locked.

Quick check

What holds the two ends of ethene in place around its C=C double bond?