Dioxosuccinic acid
Encyclopedia
Dioxosuccinic acid or dioxobutanedioic acid is an organic compound
with formula C4H2O6 or HO-(C=O)4-OH.
Removal of two proton
s from the molecule would yield the dioxosuccinate anion, C4O62− or (O-(C=O)4-O)2−. This is one of the oxocarbon anion
s, which consist solely of carbon and oxygen. The name is also used for salts containing that anion, and for esters with the [-O-(C=O)4-O-] moiety.
Removal of a single proton would result in the monovalent anion hydrogendioxosuccinate, C4HO6 − or (HO-(C=O)4-O)−.
, from the oxidation of tartaric acid
via dihydroxyfumaric acid.
On the other hand, dihydroxytartaric acid behaves like dioxosuccinic acid in some reactions; for example, it reacts with ethanol
in the presence of hydrogen chloride
to yield the ester diethyl dioxosuccinate.
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 C4H2O6 or HO-(C=O)4-OH.
Removal of two proton
Proton
The proton is a subatomic particle with the symbol or and a positive electric charge of 1 elementary charge. One or more protons are present in the nucleus of each atom, along with neutrons. The number of protons in each atom is its atomic number....
s from the molecule would yield the dioxosuccinate anion, C4O62− or (O-(C=O)4-O)2−. This is one of the oxocarbon anion
Oxocarbon anion
In chemistry, an oxocarbon anion is a negative ion consisting solely of carbon and oxygen atoms, and therefore having the general formula CxOyn− for some integers x, y, and n....
s, which consist solely of carbon and oxygen. The name is also used for salts containing that anion, and for esters with the [-O-(C=O)4-O-] moiety.
Removal of a single proton would result in the monovalent anion hydrogendioxosuccinate, C4HO6 − or (HO-(C=O)4-O)−.
Occurrence
Dioxosuccinic acid is one of the acids occurring naturally in wineAcids in wine
The acids in wine are an important component in both winemaking and the finished product of wine. They are present in both grapes and wine, having direct influences on the color, balance and taste of the wine as well as the growth and vitality of yeasts during fermentation and protecting the wine...
, from the oxidation of tartaric acid
Tartaric acid
Tartaric acid is a white crystalline diprotic organic acid. It occurs naturally in many plants, particularly grapes, bananas, and tamarinds; is commonly combined with baking soda to function as a leavening agent in recipes, and is one of the main acids found in wine. It is added to other foods to...
via dihydroxyfumaric acid.
Reactions
The acid combines with two molecules of water to produce dihydroxytartaric acid, C4H6O8 or HO-(C=O)-(C(OH)2)2-(C=O)-OH. Indeed the product traded under the name "dioxosuccinic acid hydrate" appears to be that substance.On the other hand, dihydroxytartaric acid behaves like dioxosuccinic acid in some reactions; for example, it reacts with 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...
in the presence of hydrogen chloride
Hydrogen chloride
The compound hydrogen chloride has the formula HCl. At room temperature, it is a colorless gas, which forms white fumes of hydrochloric acid upon contact with atmospheric humidity. Hydrogen chloride gas and hydrochloric acid are important in technology and industry...
to yield the ester diethyl dioxosuccinate.