Benzoquinonetetracarboxylic dianhydride
Encyclopedia
Benzoquinonetetracarboxylic dianhydride is an organic compound
with formula (an oxide of carbon
) which can be seen as the result of removing two molecules of water from benzoquinonetetracarboxylic acid
.
It is a red solid, stable in dry air up to 140°C, insoluble in ether, carbon tetrachloride
, dichloromethane
, carbon disulphide. It reacts with acetone
, ethyl acetate
, tetrahydrofuran
, ethanol
, and water
. It dissolves in methylated derivatives of benzene to give solutions ranging from orange to violet. Exposed to moist air it quickly turns blue.
The compound was synthesized in 1963 by P. R. Hammond who claimed it was "one of
the strongest π-electron acceptors so far described."
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 formula (an oxide of carbon
Oxocarbon
An oxocarbon or oxide of carbon is an inorganic compound consisting only of carbon and oxygen.The simplest and most common oxocarbons are carbon monoxide and carbon dioxide...
) which can be seen as the result of removing two molecules of water from benzoquinonetetracarboxylic acid
Benzoquinonetetracarboxylic acid
In chemistry, 1,4-benzoquinonetetracarboxylic acid is an organic compound with formula , or 4, which can be viewed as deriving from para-benzoquinone through replacement of the four hydrogen atoms by carboxyl functional groups -OH....
.
It is a red solid, stable in dry air up to 140°C, insoluble in ether, carbon tetrachloride
Carbon tetrachloride
Carbon tetrachloride, also known by many other names is the organic compound with the formula CCl4. It was formerly widely used in fire extinguishers, as a precursor to refrigerants, and as a cleaning agent...
, dichloromethane
Dichloromethane
Dichloromethane is an organic compound with the formula CH2Cl2. This colorless, volatile liquid with a moderately sweet aroma is widely used as a solvent. Although it is not miscible with water, it is miscible with many organic solvents...
, carbon disulphide. It reacts with acetone
Acetone
Acetone is the organic compound with the formula 2CO, a colorless, mobile, flammable liquid, the simplest example of the ketones.Acetone is miscible with water and serves as an important solvent in its own right, typically as the solvent of choice for cleaning purposes in the laboratory...
, ethyl acetate
Ethyl acetate
Ethyl acetate is the organic compound with the formula CH3COOCH2CH3. This colorless liquid has a characteristic sweet smell and is used in glues, nail polish removers, and cigarettes...
, tetrahydrofuran
Tetrahydrofuran
Tetrahydrofuran is a colorless, water-miscible organic liquid with low viscosity at standard temperature and pressure. This heterocyclic compound has the chemical formula 4O. As one of the most polar ethers with a wide liquid range, it is a useful solvent. Its main use, however, is as a precursor...
, ethanol
Ethanol
Ethanol, also called ethyl alcohol, pure alcohol, grain alcohol, or drinking alcohol, is a volatile, flammable, colorless liquid. It is a psychoactive drug and one of the oldest recreational drugs. Best known as the type of alcohol found in alcoholic beverages, it is also used in thermometers, as a...
, and water
Water
Water is a chemical substance with the chemical formula H2O. A water molecule contains one oxygen and two hydrogen atoms connected by covalent bonds. Water is a liquid at ambient conditions, but it often co-exists on Earth with its solid state, ice, and gaseous state . Water also exists in a...
. It dissolves in methylated derivatives of benzene to give solutions ranging from orange to violet. Exposed to moist air it quickly turns blue.
The compound was synthesized in 1963 by P. R. Hammond who claimed it was "one of
the strongest π-electron acceptors so far described."
See also
- Ethylenetetracarboxylic dianhydrideEthylenetetracarboxylic dianhydrideEthylenetetracarboxylic dianhydride is a chemical compound with formula , that can be seen as the twofold anhydride of ethylenetetracarboxylic acid . Its molecular backbone consists of two five-atom maleic anhydride rings, each containing one oxygen atom and four carbon atoms, sharing a pair of...
- Tetrahydroxy-1,4-benzoquinone biscarbonateTetrahydroxy-1,4-benzoquinone biscarbonateTetrahydroxy-1,4-benzoquinone biscarbonate is a chemical compound, an oxide of carbon with formula . Its molecule consists of a 1,4-benzoquinone core with the four hydrogen atoms replaced by two carbonate groups. It can be seen as a fourfold ester of tetrahydroxy-1,4-benzoquinone and carbonic...
- Tetrahydroxy-1,4-benzoquinone bisoxalateTetrahydroxy-1,4-benzoquinone bisoxalateTetrahydroxy-1,4-benzoquinone bisoxalate is a chemical compound, an oxide of carbon with formula . Its molecule consists of a 1,4-benzoquinone core with the four hydrogen atoms replaced by two oxalate groups. It can be seen as a fourfold ester of tetrahydroxy-1,4-benzoquinone and oxalic acid.The...
External links
- Epoxy Adhesive Formulations that use the compound.