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Acetoxy
In organic chemistry, the acetoxy group (abbr. AcO or OAc; IUPAC name: acetyloxy), is a functional group with the formula and the structure . As the ''-oxy'' suffix implies, it differs from the acetyl group () by the presence of an additional oxygen atom. The name acetoxy is the short form of ''acetyl-oxy''. Functionality An acetoxy group may be used as a protection for an alcohol functionality in a synthetic route although the protecting group itself is called an acetyl group. Alcohol protection There are several options of introducing an acetoxy functionality in a molecule from an alcohol (in effect protecting the alcohol by acetylation): * Acetyl halide, such as acetyl chloride in the presence of a base like triethylamine * Activated ester form of acetic acid, such as a N-hydroxysuccinimide ester, although this is not advisable due to higher costs and difficulties. * Acetic anhydride in the presence of base with a catalyst such as pyridine with a bit of DMAP added. An ...
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Acetoxy Group
In organic chemistry, the acetoxy group (abbr. AcO or OAc; IUPAC name: acetyloxy), is a functional group with the formula and the structure . As the ''-oxy'' suffix implies, it differs from the acetyl group () by the presence of an additional oxygen atom. The name acetoxy is the short form of ''acetyl-oxy''. Functionality An acetoxy group may be used as a protection for an alcohol functionality in a synthetic route although the protecting group itself is called an acetyl group. Alcohol protection There are several options of introducing an acetoxy functionality in a molecule from an alcohol (in effect protecting the alcohol by acetylation): * Acetyl halide, such as acetyl chloride in the presence of a base like triethylamine * Activated ester form of acetic acid, such as a N-hydroxysuccinimide ester, although this is not advisable due to higher costs and difficulties. * Acetic anhydride in the presence of base with a catalyst such as pyridine with a bit of DMAP added ...
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Acetyl Group
In organic chemistry, acetyl is a functional group with the chemical formula and the structure . It is sometimes represented by the symbol Ac (not to be confused with the element actinium). In IUPAC nomenclature, acetyl is called ethanoyl, although this term is barely heard. The acetyl group contains a methyl group () single-bonded to a carbonyl (). The carbonyl center of an acyl radical has one nonbonded electron with which it forms a chemical bond to the remainder ''R'' of the molecule. The acetyl moiety is a component of many organic compounds, including acetic acid, the neurotransmitter acetylcholine, acetyl-CoA, acetylcysteine, acetaminophen (also known as paracetamol), and acetylsalicylic acid (also known as aspirin). Acetylation In nature The introduction of an acetyl group into a molecule is called acetylation. In biological organisms, acetyl groups are commonly transferred from acetyl-CoA to other organic molecules. Acetyl-CoA is an intermediate both in ...
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Acetylation
: In organic chemistry, acetylation is an organic esterification reaction with acetic acid. It introduces an acetyl group into a chemical compound. Such compounds are termed ''acetate esters'' or simply ''acetates''. Deacetylation is the opposite reaction, the removal of an acetyl group from a chemical compound. Organic synthesis Acetate esters and acetamides are generally prepared by acetylations. Acetylations are often used in making C-acetyl bonds in Friedel-Crafts reactions. Carbanions and their equivalents are susceptible to acetylations. Acetylation reagents Many acetylations are achieved using these three reagents: *Acetic anhydride. This reagent is common in the laboratory; its use cogenerates acetic acid. * Acetyl chloride. This reagent is also common in the laboratory, but its use cogenerates hydrogen chloride, which can be undesirable. * Ketene. At one time acetic anhydride was prepared by the reaction of ketene with acetic acid: :H2C=C=O + CH3COOH -> (CH3C ...
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Chemical Formula
In chemistry, 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, and it contains no 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 ato ...
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Pyridine
Pyridine is a basic (chemistry), basic heterocyclic compound, heterocyclic organic compound with the chemical formula . It is structurally related to benzene, with one methine group replaced by a nitrogen atom. It is a highly flammable, weakly alkaline, water-miscible liquid with a distinctive, unpleasant fish-like smell. Pyridine is colorless, but older or impure samples can appear yellow, due to the formation of extended, unsaturated polymeric chains, which show significant electrical conductivity. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Historically, pyridine was produced from coal tar. As of 2016, it is synthesized on the scale of about 20,000 tons per year worldwide. Properties Physical properties The molecular electric dipole moment is 2.2 debyes. Pyridine is diamagnetism, diamagnetic and has a Magnetic susceptibility, diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1. Th ...
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Preferred IUPAC Name
In chemical nomenclature, a preferred IUPAC name (PIN) is a unique name, assigned to a chemical substance and preferred among the possible names generated by IUPAC nomenclature. The "preferred IUPAC nomenclature" provides a set of rules for choosing between multiple possibilities in situations where it is important to decide on a unique name. It is intended for use in legal and regulatory situations. Preferred IUPAC names are applicable only for organic compounds, to which the IUPAC has the definition as compounds which contain at least a single carbon atom but no alkali, alkaline earth or transition metals and can be named by the nomenclature of organic compounds (see below). Rules for the remaining organic and inorganic compounds are still under development. The concept of PINs is defined in the introductory chapter (freely accessible) and chapter 5 of the ''"Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013"'', which replace two former publicat ...
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Ester
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides are fatty acid esters of glycerol; they are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Phosphoesters form the backbone of DNA molecules. Nitrate esters, such as nitroglycerin, are known for their explosive properties. '' Nomenclature E ...
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Methoxide
In organic chemistry, methoxides are organic salts with a anion. They are the simplest alkoxides. Sodium methoxide and potassium methoxide have widespread use, though other metal-cation variants such as lithium methoxide, rubidium methoxide, and caesium methoxide exist as well. Methoxide ion The methoxide ion has the formula of CH3O− and is the conjugate base of methanol. It is a strong organic base, and since it is stronger than the inorganic hydroxide ion, it can remove a hydrogen atom from a water molecule, yielding methanol and hydroxide. Therefore, methoxide solutions must be kept free of water. Sodium methoxide Sodium methoxide, also called sodium methylate and sodium methanolate, is a white powder when pure. It is used as an initiator of an anionic addition polymerization with ethylene oxide, forming a polyether with high molecular weight. Both sodium methoxide and its counterpart prepared with potassium are frequently used as catalysts for comm ...
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Anhydrous
A substance is anhydrous if it contains no water. Many processes in chemistry can be impeded by the presence of water; therefore, it is important that water-free reagents and techniques are used. In practice, however, it is very difficult to achieve perfect dryness; anhydrous compounds gradually absorb water from the atmosphere so they must be stored carefully. Solids Many salts and solids can be dried using heat, or under vacuum. Desiccators can also be used to store reagents in dry conditions. Common desiccants include phosphorus pentoxide and silica gel. Chemists may also require dry glassware for sensitive reactions. This can be achieved by drying glassware in an oven, by flame, or under vacuum. Dry solids can be produced by freeze-drying, which is also known as lyophilization. Liquids or solvents In many cases, the presence of water can prevent a reaction from happening, or cause undesirable products to form. To prevent this, anhydrous solvents must be used when perfor ...
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Aqueous
An aqueous solution is a solution in which the solvent is water. It is mostly shown in chemical equations by appending (aq) to the relevant chemical formula. For example, a solution of table salt, or sodium chloride (NaCl), in water would be represented as . The word ''aqueous'' (which comes from ''aqua'') means pertaining to, related to, similar to, or dissolved in, water. As water is an excellent solvent and is also naturally abundant, it is a ubiquitous solvent in chemistry. Since water is frequently used as the solvent in experiments, the word solution refers to an aqueous solution, unless the solvent is specified. A ''non-aqueous solution'' is a solution in which the solvent is a liquid, but is not water. (See also Solvent and Inorganic nonaqueous solvent.) Characteristics Substances that are '' hydrophobic'' ('water-fearing') do not dissolve well in water, whereas those that are '' hydrophilic'' ('water-friendly') do. An example of a hydrophilic substance is sod ...
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