Jones Oxidation
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Jones Oxidation
The Jones oxidation is an organic reaction for the oxidation of primary and secondary alcohols to carboxylic acids and ketones, respectively. It is named after its discoverer, Sir Ewart Jones. The reaction was an early method for the oxidation of alcohols. Its use has subsided because milder, more selective reagents have been developed, e.g. Collins reagent. Jones reagent is a solution prepared by dissolving chromium trioxide in aqueous sulfuric acid. To effect a Jones oxidation, this acidic mixture is then added to an acetone solution of the substrate. Alternatively, potassium dichromate can be used in place of chromium trioxide. The oxidation is very rapid and quite exothermic. Yields are typically high. The reagent is convenient and cheap. However, Cr(VI) compounds are carcinogenic, which deters the use of this methodology. Stoichiometry and mechanism Jones reagent will convert primary and secondary alcohols to aldehydes and ketones, respectively. Depending on the reactio ...
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Ewart Jones
Sir Ewart Ray Herbert Jones FRS (16 March 1911 – 7 May 2002) was a Welsh organic chemist and academic administrator, whose fields of expertise led him to discoveries into the chemistry of natural products, mainly steroids, terpenes and vitamins. His work also led to the creation of the Jones oxidation. Personal life Jones was born in Wrexham in 1911, and grew up in the small village of Rhostyllen, Wales with his evangelical family. Between July 1924 and March 1927, his sister died of tuberculosis, his grandmother died and his father drowned himself. He attended Grove Park School in Wrexham, Wales and then entered the University College of North Wales, Bangor in 1929, hoping to concentrate on physics, but gained an honours degree in 1932 in Chemistry instead. He was invited to stay at the University by the head of the department, J.L. Simonsen, and stayed there for two years. In 1937, he married Frances Copp, whom he had met during their studies in Bangor. They had three ch ...
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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 Etymology Th ...
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Jones Reagent
Jones may refer to: People *Jones (surname), a common Welsh and English surname *List of people with surname Jones *Jones (singer), a British singer-songwriter Arts and entertainment *Jones (Animal Farm), Jones (''Animal Farm''), a human character in George Orwell's novel ''Animal Farm'' *Jones (Law & Order: Criminal Intent), "Jones" (''Law & Order: Criminal Intent''), an episode of the TV series *Jones!, a New Zealand television channel *"Jones", a song from the album ''Certain Things Are Likely (album), Certain Things Are Likely'' by Kissing the Pink Organisations *Jones Bootmaker, a UK-based footwear retailer *Jones Soda, a brand of soda pop *Jones Sewing Machine Company, a British manufacturer acquired by Brother Industries *L&F Jones, a British retail and hotel company Places *Jones, Ontario, Canada *Jones, Isabela, Philippines United States *Jones, Alabama *Jones, Illinois *Jones, Kentucky *Jones, Michigan *Jones, Oklahoma *Jones, West Virginia *Jones Township (disambigua ...
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Breathalyzer
A breathalyzer or breathalyser (a portmanteau of ''breath'' and ''analyzer/analyser'') is a device for estimating blood alcohol content (BAC), or to detect viruses or diseases from a breath sample. The name is a genericized trademark of the Breathalyzer brand name of instruments developed by inventor Robert Frank Borkenstein in the 1950s. Origins A 1927 paper produced by Emil Bogen, who collected air in a football bladder and then tested this air for traces of alcohol, discovered that the alcohol content of 2 litres of expired air was a little greater than that of 1 cc of urine. However, research into the possibilities of using breath to test for alcohol in a person's body dates as far back as 1874, when Francis E. Anstie made the observation that small amounts of alcohol were excreted in breath. Also, in 1927 a Chicago chemist, William Duncan McNally, invented a breathalyzer in which the breath moving through chemicals in water would change color. One use for his ...
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Infrared Spectroscopy
Infrared spectroscopy (IR spectroscopy or vibrational spectroscopy) is the measurement of the interaction of infrared radiation with matter by absorption, emission, or reflection. It is used to study and identify chemical substances or functional groups in solid, liquid, or gaseous forms. It can be used to characterize new materials or identify and verify known and unknown samples. The method or technique of infrared spectroscopy is conducted with an instrument called an infrared spectrometer (or spectrophotometer) which produces an infrared spectrum. An IR spectrum can be visualized in a graph of infrared light absorbance (or transmittance) on the vertical axis vs. frequency, wavenumber or wavelength on the horizontal axis. Typical units of wavenumber used in IR spectra are reciprocal centimeters, with the symbol cm−1. Units of IR wavelength are commonly given in micrometers (formerly called "microns"), symbol μm, which are related to the wavenumber in a reciprocal way. A com ...
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Organic Synthesis
Organic synthesis is a special branch of chemical synthesis and is concerned with the intentional construction of organic compounds. Organic molecules are often more complex than inorganic compounds, and their synthesis has developed into one of the most important branches of organic chemistry. There are several main areas of research within the general area of organic synthesis: ''total synthesis'', ''semisynthesis'', and ''methodology''. Total synthesis A total synthesis is the complete chemical synthesis of complex organic molecules from simple, commercially available petrochemical or natural precursors. Total synthesis may be accomplished either via a linear or convergent approach. In a ''linear'' synthesis—often adequate for simple structures—several steps are performed one after another until the molecule is complete; the chemical compounds made in each step are called synthetic intermediates. Most often, each step in a synthesis refers to a separate rea ...
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Hemiacetal
A hemiacetal or a hemiketal has the general formula R1R2C(OH)OR, where R1 or R2 is hydrogen or an organic substituent. They generally result from the addition of an alcohol to an aldehyde or a ketone, although the latter are sometimes called hemiketals. Most sugars are hemiacetals. Nomenclature According to the IUPAC definition, in R1R2C(OH)OR R1 and R2 may or may not be a hydrogen. In a hemiketal, neither R-group can be a hydrogen. Hemiketals are regarded as hemiacetals where none of the R-groups are H, and are therefore a subclass of the hemiacetals. The Greek prefix ''hèmi'' means half, refers to the fact that a single alcohol has been added to the carbonyl group, in contrast to acetals or ketals, which are formed when a second alkoxy group has been added to the structure. Cyclic hemiacetals and hemiketals are sometimes called lactols.IUPAC Gold Boolactols/ref> They often form readily, especially when they are 5- and 6-membered rings. In this case an intramolecular OH group r ...
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Comproportionation
Comproportionation or synproportionation is a chemical reaction where two reactants containing the same element but with different oxidation numbers, form a compound having an intermediate oxidation number. It is the opposite of disproportionation.Shriver, D. F.; Atkins, P. W.; Overton, T. L.; Rourke, J. P.; Weller, M. T.; Armstrong, F. A. “Inorganic Chemistry” W. H. Freeman, New York, 2006. . Frost diagrams The tendency of two species to disproportionate or comproportionate can be determined by examining the Frost diagram of the oxidation states; if a species' value of Δ''G''/''F'' is lower than the line joining the two oxidation numbers on either side of it, then it is more stable and if in a solution, these two species will undergo comproportionation. A Frost Diagram is another way of displaying the reduction potentials for the various oxidation states of a given element, X. It shows nE against the oxidation number N: here, E is the reduction potential for the X(N)/X(0) c ...
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Mechanism Of Jones Oxidation
Mechanism may refer to: * Mechanism (engineering), rigid bodies connected by joints in order to accomplish a desired force and/or motion transmission *Mechanism (biology), explaining how a feature is created *Mechanism (philosophy), a theory that all natural phenomena can be explained by physical causes *Mechanism (sociology), a theory that all social phenomena can be explained by the existence of a deterministic mechanism * "The Mechanism", song by Disclosure * ''The Mechanism'' (TV series), a Netflix TV series See also * Machine *Machine (mechanical) *Linkage (mechanical) *Mechanism design, the art of designing rules of a game to achieve a specific outcome *Mechanism of action, the means by which a drug exerts its biological effects *Defence mechanism, unconscious mechanisms aimed at reducing anxiety * Reaction mechanism, the sequence of reactions by which overall chemical change occurs *Antikythera mechanism, an ancient Greek analog computer *Theory of operation A theory of ...
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Rate-determining Step
In chemical kinetics, the overall rate of a reaction is often approximately determined by the slowest step, known as the rate-determining step (RDS or RD-step or r/d step) or rate-limiting step. For a given reaction mechanism, the prediction of the corresponding rate equation (for comparison with the experimental rate law) is often simplified by using this approximation of the rate-determining step. In principle, the time evolution of the reactant and product concentrations can be determined from the set of simultaneous rate equations for the individual steps of the mechanism, one for each step. However, the analytical solution of these differential equations is not always easy, and in some cases numerical integration may even be required. The hypothesis of a single rate-determining step can greatly simplify the mathematics. In the simplest case the initial step is the slowest, and the overall rate is just the rate of the first step. Also, the rate equations for mechanisms with a s ...
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Kinetic Isotope Effect
In physical organic chemistry, a kinetic isotope effect (KIE) is the change in the reaction rate of a chemical reaction when one of the atoms in the reactants is replaced by one of its isotopes. Formally, it is the ratio of rate constants for the reactions involving the light (''kL'') and the heavy (''kH'') isotopically substituted reactants (isotopologues): :\text=\frac This change in reaction rate is a quantum mechanical effect that primarily results from heavier isotopologues having lower vibrational frequencies compared to their lighter counterparts. In most cases, this implies a greater energetic input needed for heavier isotopologues to reach the transition state (or, in rare cases, the dissociation limit), and consequently, a slower reaction rate. The study of kinetic isotope effects can help the elucidation of the reaction mechanism of certain chemical reactions and is occasionally exploited in drug development to improve unfavorable pharmacokinetics by protecting m ...
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Tert-Butyl Chromate
Di-''tert''-butyl chromate is an alkoxide with the formula CrO2(OC(CH3)3)2. It is prepared by treatment of ''t''-butanol with chromic anhydride. It forms red crystals at temperatures below –5 °C, above which it melts to give a red oil. The complex, which is diamagnetic, is of fundamental interest as a model for the intermediates in oxidations of alcohols by chromium(VI). This complex is stable because as a t-butyl groups lack beta-hydrogens. This complex and its analogues have tetrahedral geometry at chromium, as established by X-ray crystallography of its analogues. Applications It is used as a precursor to chromium-based catalysts, such as the Phillips catalyst, which are employed for the polymerization of ethylene. Safety Like other forms of hexavalent chromium, di-''tert''-butyl chromate is classified as a potential carcinogen by the United States National Institute for Occupational Safety and Health The National Institute for Occupational Safety and Health ...
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