Malonic anhydride
Encyclopedia
Malonic anhydride or oxetane-2,4-dione is an organic compound
with chemical formula
C3H2O3 or CH2(CO)2O. It can be viewed as the anhydride of malonic acid
, or a double ketone
of oxetane
.
Malonic anhydride was first synthesized in 1988 by ozonolysis
of diketene
. Some derivatives, such as 3,3-dimethyl-oxetane-2,4-dione, are known.
Organic compound
An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...
with chemical formula
Chemical formula
A chemical formula or molecular formula is a way of expressing information about the atoms that constitute a particular chemical compound....
C3H2O3 or CH2(CO)2O. It can be viewed as the anhydride of malonic acid
Malonic acid
Malonic acid is a dicarboxylic acid with structure CH22. The ionised form of malonic acid, as well as its esters and salts, are known as malonates. For example, diethyl malonate is malonic acid's ethyl ester...
, or a double ketone
Ketone
In organic chemistry, a ketone is an organic compound with the structure RCR', where R and R' can be a variety of atoms and groups of atoms. It features a carbonyl group bonded to two other carbon atoms. Many ketones are known and many are of great importance in industry and in biology...
of oxetane
Oxetane
Oxetane, or 1,3-propylene oxide, is an heterocyclic organic compound with the molecular formula C3H6O, having a four-membered ring with three carbon atoms and one oxygen atom....
.
Malonic anhydride was first synthesized in 1988 by ozonolysis
Ozonolysis
Ozonolysis is the cleavage of an alkene or alkyne with ozone to form organic compounds in which the multiple carbon–carbon bond has been replaced by a double bond to oxygen...
of diketene
Diketene
Diketene is an organic compound formed by dimerization of ketene. Diketene is a member of the oxetane family. It is used as a chemical reagent in organic chemistry. It is a colorless liquid and heating regenerates the ketene monomer...
. Some derivatives, such as 3,3-dimethyl-oxetane-2,4-dione, are known.
See also
- Carbon suboxideCarbon suboxideCarbon suboxide, or tricarbon dioxide, is an oxide of carbon with chemical formula C3O2 or O=C=C=C=O. Its four cumulative double bonds make it a cumulene...
(C3O2), an anhydride of malonic anhydride. - 2-oxetanone, also called β-propiolactone
- 3-oxetanone3-Oxetanone3-Oxetanone, also called oxetan-3-one or 1,3-epoxy-2-propanone, is a chemical compound with formula C3H4O2. It is theketone of oxetane, and an isomer of β-propiolactone.3-Oxetanone is a liquid at room temperature, that boils at 140 °C...