Hydrogenolysis
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Hydrogenolysis
Hydrogenolysis is a chemical reaction whereby a carbon–carbon or carbon–heteroatom single bond is cleaved or undergoes lysis (breakdown) by hydrogen.Ralph Connor, Homer Adkins. Hydrogenolysis Of Oxygenated Organic Compounds. J. Am. Chem. Soc.; 1932; 54(12); 4678–4690. The heteroatom may vary, but it usually is oxygen, nitrogen, or sulfur. A related reaction is hydrogenation, where hydrogen is added to the molecule, without cleaving bonds. Usually hydrogenolysis is conducted catalytically using hydrogen gas. History The term "hydrogenolysis" was coined by Carleton Ellis in reference to hydrogenolysis of carbon–carbon bonds. Earlier, Paul Sabatier had already observed the hydrogenolysis of benzyl alcohol to toluene, and as early as 1906, Padoa and Ponti had observed the hydrogenolysis of furfuryl alcohol. Homer Burton Adkins and Ralph Connor were the first to call the carbon–oxygen bond cleavage "hydrogenolysis". In the petrochemical industry In petroleum refineries, c ...
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Hydrodesulfurization
Hydrodesulfurization (HDS) is a catalytic chemical process widely used to remove sulfur (S) from natural gas and from refined petroleum products, such as gasoline or petrol, jet fuel, kerosene, diesel fuel, and fuel oils. The purpose of removing the sulfur, and creating products such as ultra-low-sulfur diesel, is to reduce the sulfur dioxide () emissions that result from using those fuels in automotive vehicles, aircraft, railroad locomotives, ships, gas or oil burning power plants, residential and industrial furnaces, and other forms of fuel combustion. Another important reason for removing sulfur from the naphtha streams within a petroleum refinery is that sulfur, even in extremely low concentrations, poisons the noble metal catalysts (platinum and rhenium) in the catalytic reforming units that are subsequently used to upgrade the octane rating of the naphtha streams. The industrial hydrodesulfurization processes include facilities for the capture and removal of the result ...
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Hydrogenation
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a Catalysis, catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or Saturated and unsaturated compounds, saturate organic compounds. Hydrogenation typically constitutes the addition of pairs of hydrogen atoms to a molecule, often an alkene. Catalysts are required for the reaction to be usable; non-catalytic hydrogenation takes place only at very high temperatures. Hydrogenation reduces Double bond, double and Triple bond, triple bonds in hydrocarbons. Process Hydrogenation has three components, the Saturated and unsaturated compounds, unsaturated substrate, the hydrogen (or hydrogen source) and, invariably, a catalyst. The redox, reduction reaction is carried out at different temperatures and pressures depending upon the substrate and the activity of the catalyst. Related or competing reactions The same ca ...
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Benzyl
In organic chemistry, benzyl is the substituent or molecular fragment possessing the structure . Benzyl features a benzene ring () attached to a methylene group () group. Nomenclature In IUPAC nomenclature, the prefix benzyl refers to a substituent, for example benzyl chloride or benzyl benzoate. Benzyl is not to be confused with phenyl with the formula . The term benzylic is used to describe the position of the first carbon bonded to a benzene or other aromatic ring. For example, is referred to as a "benzylic" carbocation. The benzyl free radical has the formula . The benzyl cation or phenylcarbenium ion is the carbocation with formula ; the benzyl anion or phenylmethanide ion is the carbanion with the formula . None of these species can be formed in significant amounts in the solution phase under normal conditions, but they are useful referents for discussion of reaction mechanisms and may exist as reactive intermediates. Abbreviations The abbreviation "Bn" denotes benzyl. ...
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Homer Burton Adkins
Homer Burton Adkins (16 January 1892 – 10 August 1949) was an American chemist who studied the hydrogenation of organic compounds. Adkins was regarded as top in his field and a world authority on the hydrogenation of organic compounds. Adkins is known for his wartime work, where he experimented with chemical agents and poisonous gasses. Renowned for his work, Adkins eventually suffered a series of heart attacks and died in 1949. Early life and work Adkins was born on January 16, 1892, in Newport, Ohio, the son of Emily (née Middleswart) and Alvin Adkins. He grew up on a farm with his brother and sister. After attending and finishing high school in Newport, he entered Denison University. Having a reputation as a tall and shy boy, Adkins graduated in three and a half years. Adkins then spent three years at Ohio State University. He took his Master's degree in 1916, and his Ph.D. in 1918, under the direction of William Lloyd Evans. After receiving his degree, he began work as ...
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Hydrodeoxygenation
Hydrodeoxygenation (HDO) is a hydrogenolysis process for removing oxygen from oxygen-containing compounds. Typical HDO catalysts commonly are sulfided nickel- molybdenum or cobalt Cobalt is a chemical element with the symbol Co and atomic number 27. As with nickel, cobalt is found in the Earth's crust only in a chemically combined form, save for small deposits found in alloys of natural meteoric iron. The free element, p ...-molybdenum on gamma alumina. An idealized reaction is: :R2O + 2 H2 -> H2O + 2 RH The first review on HDO was published in 1983. HDO is of interest in producing biofuels, which are derived from oxygen-rich precursors like sugars or lipids. An example of a biomass refining process employing hydrodeoxygenation is the NEXBTL process. HDO of biomass fast pyrolysis vapors under low hydrogen pressures have recently attracted a lot of attention. Bulk molybdenum trioxide (MoO3) was used as catalyst and found to completely deoxygenate cellulose, corn stover, and ...
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Hydrogen
Hydrogen is the chemical element with the symbol H and atomic number 1. Hydrogen is the lightest element. At standard conditions hydrogen is a gas of diatomic molecules having the formula . It is colorless, odorless, tasteless, non-toxic, and highly combustible. Hydrogen is the most abundant chemical substance in the universe, constituting roughly 75% of all normal matter.However, most of the universe's mass is not in the form of baryons or chemical elements. See dark matter and dark energy. Stars such as the Sun are mainly composed of hydrogen in the plasma state. Most of the hydrogen on Earth exists in molecular forms such as water and organic compounds. For the most common isotope of hydrogen (symbol 1H) each atom has one proton, one electron, and no neutrons. In the early universe, the formation of protons, the nuclei of hydrogen, occurred during the first second after the Big Bang. The emergence of neutral hydrogen atoms throughout the universe occurred about 370,000 ...
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Neste Renewable Diesel
Neste Renewable Diesel (formerly NExBTL) is a vegetable oil refining fuel production process commercialized by the Finnish oil and refining company Neste. Whether as an admixture or in its pure form, Neste Renewable Diesel is able to supplement or partially replace diesel fuel without problems. Unblended Neste Renewable Diesel meets the requirements set by the European standard EN 15940. Fuel blends meet the European diesel fuel standard EN 590. Despite the former name BTL, the feedstock is vegetable oil and waste animal fats, not whole plants. However, fuel quality is equal to the synthetic Fischer-Tropsch BTL and GTL diesel fuels. Process Neste Renewable Diesel is produced in a patented vegetable oil refining process. Chemically, it entails direct catalytic hydrodeoxygenation (hydrogenolysis) of plant oils, which are triglycerides, into the corresponding alkanes and propane. The glycerol chain of the triglyceride is hydrogenated to the corresponding C3 alkane, propane — there ...
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Benzyl Alcohol
Benzyl alcohol is an aromatic alcohol with the formula C6H5CH2OH. The benzyl group is often abbreviated "Bn" (not to be confused with "Bz" which is used for benzoyl), thus benzyl alcohol is denoted as BnOH. Benzyl alcohol is a colorless liquid with a mild pleasant aromatic odor. It is a useful solvent due to its polarity, low toxicity, and low vapor pressure. Benzyl alcohol has moderate solubility in water (4 g/100 mL) and is miscible in alcohols and diethyl ether. The anion produced by deprotonation of the alcohol group is known as benzylate or benzyloxide. Natural occurrences Benzyl alcohol is produced naturally by many plants and is commonly found in fruits and teas. It is also found in a variety of essential oils including jasmine, hyacinth and ylang-ylang. It is also found in castoreum from the castor sacs of beavers. Benzyl esters also occur naturally. Preparation Benzyl alcohol is produced industrially from toluene via benzyl chloride, which is hydrolyzed ...
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Chemical Reaction
A chemical reaction is a process that leads to the IUPAC nomenclature for organic transformations, chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the positions of electrons in the forming and breaking of chemical bonds between atoms, with no change to the Atomic nucleus, nuclei (no change to the elements present), and can often be described by a chemical equation. Nuclear chemistry is a sub-discipline of chemistry that involves the chemical reactions of unstable and radioactive Chemical element, elements where both electronic and nuclear changes can occur. The substance (or substances) initially involved in a chemical reaction are called reagent, reactants or reagents. Chemical reactions are usually characterized by a chemical change, and they yield one or more Product (chemistry), products, which usually have properties different from the reactants. Reactions often consist of a sequence o ...
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Copper Chromite
Copper chromite is an inorganic compound with the formula Cu2Cr2O5. It is a black solid that is used to catalyze reactions in organic synthesis. History The material was first described in 1908. The catalyst was developed in North America by Homer Burton Adkins and Wilbur Arthur Lazier, partly based on interrogation of German chemists after World War II in relation to the Fischer–Tropsch process. For this reason it is sometimes referred to as the Adkins catalyst or the Lazier catalyst. Chemical structure The compound adopts a spinel structure. The oxidation states for the constituent metals are Cu(II) and Cr(III). A variety of compositions are recognized for the substance, including Cu2CrO4·CuO·BaCrO4 ( CAS# 99328-50-4) and Cu2Cr2O5 (CAS# 12053-18-8). Commercial samples often contain barium oxide and other components. Production Copper chromite is produced by thermal decomposition of one of three substances. The traditional method is by the ignition of copper chromate: : 2 ...
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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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