3,3,4,4-Tetramethyltetrahydrofuran-2,5-dione

3,3,4,4-Tetramethyltetrahydrofuran-2,5-dione
Names
Preferred IUPAC name
3,3,4,4-Tetramethyloxolane-2,5-dione
Other names
Tetrahydro-3,3,4,4-tetramethylfuran-2,5-dione; 3,3,4,4-tetramethytetrahydrofuran-2,5-quinone; dihydro-3,3,4,4-tetramethyl-2,5-furandione; tetramethylsuccinic anhydride; TMSA
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C8H12O3/c1-7(2)5(9)11-6(10)8(7,3)4/h1-4H3
    Key: KYZIXHLDWJBHDI-UHFFFAOYSA-N
  • CC1(C(=O)OC(=O)C1(C)C)C
Properties
C8H12O3
Molar mass 156.181 g·mol−1
Appearance White crystalline
Density 1.044 g/cm3
Melting point 147 °C (297 °F; 420 K)
Boiling point 226.1 °C (439.0 °F; 499.2 K) 760mmHg
1.434
Hazards
Flash point 93.2 °C (199.8 °F; 366.3 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

In chemistry, 3,3,4,4-tetramethyltetrahydrofuran-2,5-dione is a heterocyclic compound with the formula C
8
H
12
O
3
, or (CH3)2(COC2COO)(CH3)2. It is a white crystalline solid with a pungent camphoraceous odor.

The compound is also called 3,3,4,4-tetramethyloxolane-2,5-dione (its IUPAC name) or 3,3,4,4-tetramethylsuccinic anhydride, namely the anhydride of 2,2,3,3-tetramethylsuccinic acid, and sometimes abbreviated as TMSA. It can be seen as derivative of tetrahydrofuran-2,5-dione (oxolane-2,5-dione) with two methyl groups replacing two hydrogen atoms on each of the carbon atoms in the ring that are not adjacent to the ring oxygen.