|
Malonic Anhydride
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.Charles L. Perrin, Douglas Magde, Sylvia J. Berens, Julie Roque (1980), ''Raman spectrum of a malonic anhydride''. (Actually, of 3,3-dimethyl-oxetane-2,4-dione.) J. Org. Chem., volume 45 issue 9, pp 1705–1706. {{doi, 10.1021/jo01297a044. See also * Carbon suboxide Carbon suboxide, or tricarbon dioxide, is an organic, oxygen-containing chemical compound with formula and structure . Its four cumulative double bonds make it a cumulene. It is one of the stable members of the series of linear oxocarbons , wh ... (C3O2), an anhydride of malonic anhydride. * 2-oxetanone, also called β-propiolactone * 3-oxetanone References Carboxylic anhydrides Ox ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-containing compounds such as alkanes (e.g. methane ) and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as certain compounds of carbon with nitrogen and oxygen (e.g. cyanide ion , hydrogen cyanide , chloroformic acid , carbon dioxide , and carbonate ion ). Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, and even ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chemical Formula
A chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as parentheses, dashes, brackets, commas and ''plus'' (+) and ''minus'' (−) signs. These are limited to a single typographic line of symbols, which may include subscripts and superscripts. A chemical formula is not a chemical name since it does not contain any words. Although a chemical formula may imply certain simple chemical structures, it is not the same as a full chemical structural formula. Chemical formulae can fully specify the structure of only the simplest of molecules and chemical substances, and are generally more limited in power than chemical names and structural formulae. The simplest types of chemical formulae are called '' empirical formulae'', which use letters and numbers indicating the numerical ''proportions'' of atoms ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Anhydride
An acid anhydride is a type of chemical compound derived by the removal of water molecules from an acid (chemistry), acid. In organic chemistry, organic acid anhydrides contain the functional group . Organic acid anhydrides often form when one equivalent (chemistry), equivalent of water is removed from two equivalents of an organic acid in a dehydration reaction. In inorganic chemistry, an acid anhydride refers to an acidic oxide, an oxide that reacts with water to form an oxyacid (an inorganic acid that contains oxygen or carbonic acid), or with a base (chemistry), base to form a salt (chemistry), salt. See also * Base anhydride, an oxide that reacts with water to form a hydroxide salt References {{Chemistry index ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Malonic Acid
Malonic acid is a dicarboxylic acid with structure CH2(COOH)2. The ionized form of malonic acid, as well as its esters and salts, are known as malonates. For example, diethyl malonate is malonic acid's diethyl ester. The name originates from the Greek word μᾶλον (''malon'') meaning 'apple'. History Malonic acid is a naturally occurring substance found in many fruits and vegetables. There is a suggestion that citrus fruits produced in organic farming contain higher levels of malonic acid than fruits produced in conventional agriculture. Malonic acid was first prepared in 1858 by the French chemist Victor Dessaignes via the oxidation of malic acid. Hermann Kolbe and Hugo Müller independently discovered how to synthesize malonic acid from propionic acid, and decided to publish their results back-to-back in the Chemical Society journal in 1864. This led to priority dispute with Hans Hübner and Maxwell Simpson who had independently published preliminary results on rela ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ketone
In organic chemistry, a ketone is an organic compound with the structure , where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group (a carbon-oxygen double bond C=O). The simplest ketone is acetone (where R and R' are methyl), with the formula . Many ketones are of great importance in biology and industry. Examples include many sugars (ketoses), many steroids, ''e.g.'', testosterone, and the solvent acetone. Nomenclature and etymology The word ''ketone'' is derived from ''Aketon'', an old German word for ''acetone''. According to the rules of IUPAC nomenclature, ketone names are derived by changing the suffix ''-ane'' of the parent alkane to ''-anone''. Typically, the position of the carbonyl group is denoted by a number, but traditional nonsystematic names are still generally used for the most important ketones, for example acetone and benzophenone. These nonsystematic names are considered retained IUPAC names, although some introdu ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Oxetane
Oxetane, or 1,3-propylene oxide, is a heterocycle, heterocyclic organic compound with the molecular formula , having a four-membered ring with three carbon atoms and one oxygen atom. The term "an oxetane" or "oxetanes" refer to any organic compound containing the oxetane ring. Production A typical well-known method of preparation is the reaction of potassium hydroxide with 3-chloropropyl acetate at 150 °C: Yield of oxetane made this way is c. 40%, as the synthesis can lead to a variety of by-products including water, potassium chloride, and potassium acetate. Another possible reaction to form an oxetane ring is the Paternò–Büchi reaction. The oxetane ring can also be formed through diol cyclization as well as through decarboxylation of a six-membered cyclic carbonate. Derivatives More than a hundred different oxetanes have been synthesized. Functional groups can be added into any desired position in the oxetane ring, including fully fluorinated (perfluorinated) and ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ozonolysis
In organic chemistry, ozonolysis is an organic reaction where the Saturated and unsaturated compounds, unsaturated bonds are Bond cleavage, cleaved with ozone (). Multiple carbon–carbon bond are replaced by carbonyl () groups, such as aldehydes, ketones, and carboxylic acids. The reaction is predominantly applied to alkenes, but alkynes and azo compounds are also susceptible to cleavage. The outcome of the reaction depends on the type of multiple bond being oxidized and the Work-up (chemistry), work-up conditions. Detailed procedures have been reported. Ozonolysis of alkenes Alkenes can be oxidized with ozone to form Alcohol (chemistry), alcohols, aldehydes or ketones, or carboxylic acids. In a typical procedure, ozone is bubbled through a solution of the alkene in methanol at until the solution takes on a characteristic blue color, which is due to unreacted ozone. Industry however recommends temperatures near . This color change indicates complete consumption of the alk ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diketene
Diketene is an organic compound with the molecular formula , and which is sometimes written as . It is formed by dimerization of ketene, . Diketene is a member of the oxetane family. It is used as a reagent in organic chemistry. It is a colorless liquid. Production Diketene is produced on commercial scale by dimerization of ketene. Reactions Heating or irradiation with UV light regenerates the ketene monomer: : Alkylated ketenes also dimerize with ease and form substituted diketenes. Diketene readily hydrolyzes in water forming acetoacetic acid. Its half-life in water is approximately 45 min. a 25 °C at . Certain diketenes with two aliphatic chains, such as alkyl ketene dimers (AKDs), are used industrially to improve hydrophobicity in paper. At one time acetic anhydride was prepared by the reaction of ketene with acetic acid: : ΔH = −63 kJ/mol Acetoacetylation Diketene also reacts with alcohols and amines to the corresponding acetoacetic acid deri ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carbon Suboxide
Carbon suboxide, or tricarbon dioxide, is an organic, oxygen-containing chemical compound with formula and structure . Its four cumulative double bonds make it a cumulene. It is one of the stable members of the series of linear oxocarbons , which also includes carbon dioxide () and pentacarbon dioxide (). Although if carefully purified it can exist at room temperature in the dark without decomposing, it will polymerize under certain conditions. The substance was discovered in 1873 by Benjamin Brodie by subjecting carbon monoxide to an electric current. He claimed that the product was part of a series of "oxycarbons" with formulas , namely , , , , …, and to have identified the last two; however, only is known. In 1891 Marcellin Berthelot observed that heating pure carbon monoxide at about 550 °C created small amounts of carbon dioxide but no trace of carbon, and assumed that a carbon-rich oxide was created instead, which he named "sub-oxide". He assumed it was the sa ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carboxylic Anhydrides
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is often written as or , sometimes as with R referring to an organyl group (e.g., alkyl, alkenyl, aryl), or hydrogen, or other groups. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion. Examples and nomenclature Carboxylic acids are commonly identified by their trivial names. They often have the suffix ''-ic acid''. IUPAC-recommended names also exist; in this system, carboxylic acids have an ''-oic acid'' suffix. For example, butyric acid () is butanoic acid by IUPAC guidelines. For nomenclature of complex molecules containing a carboxylic acid, the carboxyl can be considered position one of the parent chain even if there are other substituents, such as 3-chloropropanoic acid. Alternately, it can be named as a "carbo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
