Trimethylenemethane

Trimethylenemethane

Trimethylenemethane, average of three configurations. Formally, the radial bonds have valency 4/3. Each terminal carbon has 2/3 of an unfilled valence bond.
Names
Preferred IUPAC name
2-Methylidenepropane-1,3-diyl
Other names
Trimethylenemethane biradical; Trimethylenemethane diradical
Identifiers
3D model (JSmol)
  • InChI=1S/C4H6/c1-4(2)3/h1-3H2
    Key: MOWBWPSGCTXGKR-UHFFFAOYSA-N
  • [CH2-]C(=C)[CH2+]
  • [CH2][C]([CH2])[CH2]
Properties
C4H6
Molar mass 54.092 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Trimethylenemethane (often abbreviated TMM) is a chemical compound with formula C
4
H
6
. It is a neutral free molecule with two unsatisfied valence bonds, and is therefore a highly reactive free radical. Formally, it can be viewed as an isobutylene molecule C
4
H
8
with two hydrogen atoms removed from the terminal methyl groups.