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Methanediol
Methanediol, also known as formaldehyde monohydrate or methylene glycol, is an organic compound with chemical formula . It is the simplest geminal diol. In aqueous solutions it coexists with oligomers (short polymers). The compound is closely related and convertible to the industrially significant derivatives paraformaldehyde (), formaldehyde (), and 1,3,5-trioxane (). Methanediol is a product of the hydration of formaldehyde. The equilibrium constant for hydration is estimated to be 103, Eric V. Anslyn, Dennis A. Dougherty (2006)''Modern physical organic chemistry'' University Science Books. . 1095 pages predominates in dilute (<0.1%) solution. In more concentrated solutions, it oligomerizes to .


Occurrence

The dianion, methanediolate, is believed to be an intermediate in the crossed Cannizzaro reaction. Gaseous methanediol ...
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Geminal Diol
A geminal diol (or gem-diol for short) is any organic compound having two hydroxyl functional groups () bound to the same carbon atom. Geminal diols are a subclass of the diols, which in turn are a special class of alcohols. Most of the geminal diols are considered unstable. The simplest geminal diol is methanediol or . Other examples are: * dihydroxymalinic acid * decahydroxycyclopentane *chloral hydrate Reactions Hydration equilibrium Geminal diols can be viewed as ketone (or aldehyde) hydrates. The two hydroxyl groups in a geminal diol are easily converted to a carbonyl or keto group C=O by loss of one water molecule. Conversely, a keto group can combine with water to form the geminal hydroxyl groups. The equilibrium in water solution may be shifted towards either compound. For example, the equilibrium constant for the conversion of acetone to propane-2,2-diol is about 10−3, while that of formaldehyde to methanediol is 103.Eric V. Anslyn, Dennis A. Dougherty ( ...
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Formaldehyde
Formaldehyde ( , ) (systematic name methanal) is an organic compound with the chemical formula and structure , more precisely . The compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde. It is stored as aqueous solutions (formalin), which consists mainly of the hydrate CH2(OH)2. It is the simplest of the aldehydes (). As a precursor to many other materials and chemical compounds, in 2006 the global production of formaldehyde was estimated at 12 million tons per year. It is mainly used in the production of industrial resins, e.g., for particle board and coatings. Formaldehyde also occurs naturally. It is derived from the degradation of serine, dimethylglycine, and lipids. Demethylases act by converting N-methyl groups to formaldehyde. Formaldehyde is classified as a group 1 carcinogen and can cause respiratory and skin irritation upon exposure. Forms Formaldehyde is more complicated than many simple carbon compounds in that i ...
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Geminal Diols
In chemistry, the Descriptor (Chemistry), descriptor geminal () refers to the relationship between two atoms or functional groups that are attached to the same atom. A geminal diol, for example, is a diol (a molecule that has two Alcohol (chemistry), alcohol functional groups) attached to the same carbon atom, as in methanediol. Also the shortened prefix ''gem'' may be applied to a chemical name to denote this relationship, as in a ''gem''-dibromide for "geminal dibromide". The concept is important in many branches of chemistry, including Chemical synthesis, synthesis and spectroscopy, because functional groups attached to the same atom often behave differently from when they are separated. Geminal diols, for example, are easily converted to ketones or aldehydes with loss of water.Peter Taylor (2002)''Mechanism and synthesis'' Book 10 of ''Molecular world''. Open University, Royal Society of Chemistry; . 368 pages The related term ''vicinal (chemistry), vicinal'' refers to the ...
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Carbonyl
In organic chemistry, a carbonyl group is a functional group with the formula , composed of a carbon atom double bond, double-bonded to an oxygen atom, and it is divalent at the C atom. It is common to several classes of organic compounds (such as aldehydes, ketones and carboxylic acid), as part of many larger functional groups. A compound containing a carbonyl group is often referred to as a carbonyl compound. The term carbonyl can also refer to carbon monoxide as a ligand in an inorganic or organometallic complex (a metal carbonyl, e.g. nickel carbonyl). The remainder of this article concerns itself with the organic chemistry definition of carbonyl, such that carbon and oxygen share a double bond. Carbonyl compounds In organic chemistry, a carbonyl group characterizes the following types of compounds: Other organic carbonyls are urea and the carbamates, the derivatives of acyl chlorides, chloroformates and phosgene, carbonate esters, thioesters, lactones, lactams, Hydro ...
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Carbohydrates
A carbohydrate () is a biomolecule composed of carbon (C), hydrogen (H), and oxygen (O) atoms. The typical hydrogen-to-oxygen atomic ratio is 2:1, analogous to that of water, and is represented by the empirical formula (where ''m'' and ''n'' may differ). This formula does not imply direct covalent bonding between hydrogen and oxygen atoms; for example, in , hydrogen is covalently bonded to carbon, not oxygen. While the 2:1 hydrogen-to-oxygen ratio is characteristic of many carbohydrates, exceptions exist. For instance, uronic acids and deoxy-sugars like fucose deviate from this precise Stoichiometry, stoichiometric definition. Conversely, some compounds conforming to this definition, such as formaldehyde and acetic acid, are not classified as carbohydrates. The term is predominantly used in biochemistry, functioning as a synonym for saccharide (), a group that includes sugars, starch, and cellulose. The saccharides are divided into four chemical groups: monosaccharides, disaccha ...
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Hydrates
In chemistry, a hydrate is a substance that contains water or its constituent elements. The chemical state of the water varies widely between different classes of hydrates, some of which were so labeled before their chemical structure was understood. Chemical nature Inorganic chemistry Hydrates are not inorganic salts "containing water molecules combined in a definite ratio as an integral part of the crystal" that are either bound to a metal center or that have crystallized with the metal complex. Such hydrates are also said to contain ''water of crystallization'' or ''water of hydration''. If the water is heavy water in which the constituent hydrogen is the isotope deuterium, then the term ''deuterate'' may be used in place of ''hydrate''. A colorful example is cobalt(II) chloride, which turns from blue to red upon hydration, and can therefore be used as a water indicator. The notation "''hydrated compound''â‹…''n''", where ''n'' is the number of water molecules per formu ...
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Orthocarbonic Acid
Orthocarbonic acid, carbon hydroxide, or methanetetrol is the name given to a hypothetical compound with the chemical formula or . Its molecular structure consists of a single carbon atom bonded to four hydroxyl groups. It would be therefore a fourfold Alcohol (chemistry), alcohol. In theory it could lose four protons to give the hypothetical oxocarbon anion orthocarbonate , and is therefore considered an oxoacid of carbon. Orthocarbonic acid is highly unstable. Calculations show that it decomposes into carbonic acid and water: : Orthocarbonic acid is one of the group of ''ortho acids'' that have the general structure of . The term ''ortho acid'' is also used to refer to the most hydroxylated acid in a set of oxoacids. Researchers predict that orthocarbonic acid is stable at high pressure; hence it may form in the interior of the ice giant planets Uranus and Neptune, where water and methane are common. Orthocarbonate anions By loss of one through four protons, orthocarbonic ac ...
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Orthoformic Acid
Orthoformic acid or methanetriol is a chemical compound with the formula . In this molecule, the central carbon atom is bound to one hydrogen and three hydroxyl groups. Orthoformic acid was long held to be a hypothetical chemical compound, as it was expected to decompose instantly into formic acid and water, making it too unstable to isolate or observe. However, observation was shown to be possible in 2024, when it was identified by mass spectrometry. This involved the electron-irradiation of a frozen mixture of methanol and oxygen.> Esters Methanetriol esters, known as orthoformates or ortho esters, are well known and commercially available.H. W. Post (1943), "The Chemistry of the Aliphatic Orthoesters", Reinhold, 188 pages Like acetals, they are stable towards bases but easily hydrolyzed in acidic conditions to the alcohol and an ester of formic acid. They are used as mild dehydrating agents. Especially well known are trimethyl orthoformate, triethyl orthoformate, and t ...
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Regulatory Toxicology And Pharmacology
''Regulatory Toxicology and Pharmacology'' is a monthly peer-reviewed scientific journal which covers legal aspects of toxicological and pharmacological regulations. It is published by Elsevier on behalf of the International Society of Regulatory Toxicology & Pharmacology. The current co-editors-in-chief are Lesa L. Aylward and Martin van den Berg. Conflicts of interest In 2002, a group of 45 academics wrote a letter accusing the journal of a concealed pro-industry bias, a possible lack of full and independent peer review, and a failure to disclose conflicts of interest, citing a case in which Gio Batta Gori, then-current editor-in-chief, was paid $30,000 by the Tobacco Institute to write an article later published in the journal dismissing the health risks of secondhand smoke. The letter's coordinator later commented that the journal "reads like an industry trade publication, but it's masked as a peer-reviewed journal" and that it lacked any "credible peer-review process." I ...
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United States
The United States of America (USA), also known as the United States (U.S.) or America, is a country primarily located in North America. It is a federal republic of 50 U.S. state, states and a federal capital district, Washington, D.C. The 48 contiguous states border Canada to the north and Mexico to the south, with the semi-exclave of Alaska in the northwest and the archipelago of Hawaii in the Pacific Ocean. The United States asserts sovereignty over five Territories of the United States, major island territories and United States Minor Outlying Islands, various uninhabited islands in Oceania and the Caribbean. It is a megadiverse country, with the world's List of countries and dependencies by area, third-largest land area and List of countries and dependencies by population, third-largest population, exceeding 340 million. Its three Metropolitan statistical areas by population, largest metropolitan areas are New York metropolitan area, New York, Greater Los Angeles, Los Angel ...
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Brazilian Hair Straightening
Brazilian hair straightening is a semi-permanent hair straightening method done by temporarily sealing a liquid solution consisting of formaldehyde or a formaldehyde derivative and a preservative solution into the hair with a hair iron. The technique has many variations and is known by several other names and brands, including Brazilian Blowout, Breezilian straightening, Brazilian Keratin Treatment, BKT, and Keratin Cure. It is called Escova Progressiva in Brazil and Alisado brasileiro in Portugal. The original formulation included formaldehyde or methylene glycol . The two products readily interconvert, and coexist in chemical equilibrium, when dissolved in water or body fluids. Since formaldehyde is a known health hazard, the compositions have been banned in several countries including Canada and the European Union. It is still performed in the United States, though there are regulations and have been controversies regarding the treatment. As of 2024, the states of Maryland a ...
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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 ...
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