Dithioester
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Dithioester
Dithiocarboxylic acids are organosulfur compounds with the formula . They are the dithia analogues of carboxylic acids. A closely related and better studied family of compounds are the monothiocarboxylic acids, with the formula . Dithiocarboxylic acids are about 3x more acidic than the monothiocarboxylic acids. Thus, for dithiobenzoic acid pKa = 1.92. Such compounds are commonly prepared by the reaction of carbon disulfide with a Grignard reagent: : : This reaction is comparable to the formation of carboxylic acids using a Grignard reagent and carbon dioxide. Dithiocarboxylate salts readily S-alkylate to give dithiocarboxylate esters: : Aryldithiocarboxylic acids, e.g., dithiobenzoic acid, chlorinate to give the thioacyl chlorides. Oxygen transfer to a dithiocarboxylate ester gives a sulfine Sulfinylmethane or sulfine is an organic compound with molecular formula H2CSO. It is the simplest sulfine. Sulfines are chemical compounds with the general structure XY=SO. IUP ...
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Thioacyl Chloride
In organic chemistry, a thioacyl chloride is an organic compound containing the functional group . Their formula is usually written , where R is a side chain. Thioacyl chlorides are analogous to acyl chlorides, but much rarer and less robust. Indeed, one of the simplest, thioacetyl chloride (c.f. acetyl chloride), remained unknown as of 1972. Most thioacyl halides are "highly coloured, labile oils with pronounced pungent odours". Simple alkyl derivatives are volatile. The best studied thioacyl chloride is thiobenzoyl chloride, a purple oil first prepared by chlorination of dithiobenzoic acid with a combination of chlorine and thionyl chloride. A more modern preparation employs phosgene as the chlorinating agent, by-producing carbonyl sulfide: :PhCS2H + COCl2 → PhC(S)Cl + HCl + COS One example of a thioacyl chloride has been crystallized. In general, thioacyl chlorides are produced from passing halocarbons through phosphorus pentasulfide or allotropes of sulfur, boiling ...
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Organosulfur Compound
Organosulfur chemistry is the study of the properties and synthesis of organosulfur compounds, which are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature is abound with organosulfur compounds—sulfur is vital for life. Of the 20 common amino acids, two ( cysteine and methionine) are organosulfur compounds, and the antibiotics penicillin and sulfa drugs both contain sulfur. While sulfur-containing antibiotics save many lives, sulfur mustard is a deadly chemical warfare agent. Fossil fuels, coal, petroleum, and natural gas, which are derived from ancient organisms, necessarily contain organosulfur compounds, the removal of which is a major focus of oil refineries. Sulfur shares the chalcogen group with oxygen, selenium, and tellurium, and it is expected that organosulfur compounds have similarities with carbon–oxygen, carbon–selenium, and car ...
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Carboxylic Acid
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an Substituent, 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 ...
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Thiocarboxylic Acid
In organic chemistry, thiocarboxylic acids or carbothioic acids are organosulfur compounds related to carboxylic acids by replacement of one of the oxygen atoms with a sulfur atom. Two tautomers are possible: a thione form () and a thiol form (). These are sometimes also referred to as "carbothioic ''O''-acid" and "carbothioic ''S''-acid" respectively. Of these the thiol form is most common (e.g. thioacetic acid). Thiocarboxylic acids are rare in nature, however the biosynthetic components for producing them appear widespread in bacteria. Examples include pyridine-2,6-dicarbothioic acid, and thioquinolobactin. Synthesis Thiocarboxylic acids are typically prepared by salt metathesis from the acid chloride, as in the following conversion of benzoyl chloride to thiobenzoic acid using potassium hydrosulfide according to the following idealized equation: : Covalent sulfides, such as P2S5, generally give poor yields unless catalyzed with triphenylstibine oxide. 2,6-Pyridin ...
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Carbon Disulfide
Carbon disulfide (also spelled as carbon disulphide) is an inorganic compound with the chemical formula and structure . It is also considered as the anhydride of thiocarbonic acid. It is a colorless, flammable, neurotoxic liquid that is used as a building block in organic synthesis. Pure carbon disulfide has a pleasant, ether- or chloroform-like odor, but commercial samples are usually yellowish and are typically contaminated with foul-smelling impurities.. History In 1796, the German chemist Wilhelm August Lampadius (1772–1842) first prepared carbon disulfide by heating pyrite with moist charcoal. He called it "liquid sulfur" (''flüssig Schwefel''). The composition of carbon disulfide was finally determined in 1813 by the team of the Swedish chemist Jöns Jacob Berzelius (1779–1848) and the Swiss-British chemist Alexander Marcet (1770–1822). Their analysis was consistent with an empirical formula of CS2. Occurrence, manufacture, properties Small amounts of carbon ...
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Grignard Reagent
Grignard reagents or Grignard compounds are chemical compounds with the general formula , where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride and phenylmagnesium bromide . They are a subclass of the organomagnesium compounds. Grignard compounds are popular reagents in organic synthesis for creating new carbon–carbon bonds. For example, when reacted with another halogenated compound in the presence of a suitable catalyst, they typically yield and the magnesium halide as a byproduct; and the latter is insoluble in the solvents normally used. Grignard reagents are rarely isolated as solids. Instead, they are normally handled as solutions in solvents such as diethyl ether or tetrahydrofuran using air-free techniques. Grignard reagents are complex with the magnesium atom bonded to two ether ligands as well as the halide and organyl ligands. The discovery of the Grignard reaction in 1900 was recogn ...
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Carbon Dioxide
Carbon dioxide is a chemical compound with the chemical formula . It is made up of molecules that each have one carbon atom covalent bond, covalently double bonded to two oxygen atoms. It is found in a gas state at room temperature and at normally-encountered concentrations it is odorless. As the source of carbon in the carbon cycle, atmospheric is the primary carbon source for life on Earth. In the air, carbon dioxide is transparent to visible light but absorbs infrared, infrared radiation, acting as a greenhouse gas. Carbon dioxide is soluble in water and is found in groundwater, lakes, ice caps, and seawater. It is a trace gas Carbon dioxide in Earth's atmosphere, in Earth's atmosphere at 421 parts per million (ppm), or about 0.042% (as of May 2022) having risen from pre-industrial levels of 280 ppm or about 0.028%. Burning fossil fuels is the main cause of these increased concentrations, which are the primary cause of climate change.IPCC (2022Summary for pol ...
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Dithiobenzoic Acid
Dithiobenzoic acid is the organosulfur compound with the formula C6H5CS2H. It is a dithiocarboxylic acid, an analogue of benzoic acid, but more acidic and deeply colored. Synthesis and reactions It can be prepared by sulfiding benzotrichloride: :C6H5CCl3 + 4 KSH → C6H5CS2K + 3 KCl + 2 H2S :C6H5CS2K + H+ → C6H5CS2H + K+ It also arises by the reaction of the Grignard reagent phenylmagnesium bromide with carbon disulfide, followed by acidification: :C6H5MgBr + CS2 → C6H5CS2MgBr :C6H5CS2MgBr + HCl → C6H5CS2H + MgBrCl It is about 100x more acidic than benzoic acid Benzoic acid () is a white (or colorless) solid organic compound with the formula , whose structure consists of a benzene ring () with a carboxyl () substituent. The benzoyl group is often abbreviated "Bz" (not to be confused with "Bn," which .... Its conjugate base, dithiobenzoate, undergoes S-alkylation to give dithiocarboxylate esters. Similarly, dithiobenzoate reacts with "soft" metal salts to give com ...
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Oxygen Transfer
Oxygen is a chemical element; it has symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and a potent oxidizing agent that readily forms oxides with most elements as well as with other compounds. Oxygen is the most abundant element in Earth's crust, making up almost half of the Earth's crust in the form of various oxides such as water, carbon dioxide, iron oxides and silicates.Atkins, P.; Jones, L.; Laverman, L. (2016).''Chemical Principles'', 7th edition. Freeman. It is the third-most abundant element in the universe after hydrogen and helium. At standard temperature and pressure, two oxygen atoms will bind covalently to form dioxygen, a colorless and odorless diatomic gas with the chemical formula . Dioxygen gas currently constitutes approximately 20.95% molar fraction of the Earth's atmosphere, though this has changed considerably over long periods of time in Earth's history. A much rarer triatomic ...
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