Benzylamines
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Benzylamines
Benzylamine, also known as phenylmethylamine, is an organic chemical compound with the condensed structural formula C6H5CH2NH2 (sometimes abbreviated as PhCH2NH2 or BnNH2). It consists of a benzyl group, C6H5CH2, attached to an amine functional group, NH2. This colorless water-soluble liquid is a common precursor in organic chemistry and used in the industrial production of many pharmaceuticals. The hydrochloride salt was used to treat motion sickness on the Mercury-Atlas 6 mission in which NASA astronaut John Glenn became the first American to orbit the Earth. Manufacturing Benzylamine can be produced by several methods, the main industrial route being the reaction of benzyl chloride and ammonia. It is also produced by the reduction of benzonitrile and reductive amination of benzaldehyde, both done over Raney nickel. : It was first produced accidentally by Rudolf Leuckart in the reaction of benzaldehyde with formamide in a process now known as the Leuckart reaction. Bio ...
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Ammonia
Ammonia is an inorganic chemical compound of nitrogen and hydrogen with the chemical formula, formula . A Binary compounds of hydrogen, stable binary hydride and the simplest pnictogen hydride, ammonia is a colourless gas with a distinctive pungent smell. It is widely used in fertilizers, refrigerants, explosives, cleaning agents, and is a precursor for numeous chemicals. Biologically, it is a common nitrogenous waste, and it contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to fertilisers. Around 70% of ammonia produced industrially is used to make fertilisers in various forms and composition, such as urea and diammonium phosphate. Ammonia in pure form is also applied directly into the soil. Ammonia, either directly or indirectly, is also a building block for the synthesis of many chemicals. In many countries, it is classified as an List of extremely hazardous substances, extremely hazardous substance. Ammonia is toxic, cau ...
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Organic Chemistry
Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; Greeves, N. and Warren, S. (2012) ''Organic Chemistry''. Oxford University Press. pp. 1–15. . Study of structure determines their structural formula. Study of properties includes Physical property, physical and Chemical property, chemical properties, and evaluation of Reactivity (chemistry), chemical reactivity to understand their behavior. The study of organic reactions includes the organic synthesis, chemical synthesis of natural products, drugs, and polymers, and study of individual organic molecules in the laboratory and via theoretical (in silico) study. The range of chemicals studied chemistry includes hydrocarbons (compounds containing only carbon and hydrogen) as well as compounds based on carbon, but a ...
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Benzonitrile Hydrogenation
Benzonitrile is the chemical compound with the formula , abbreviated PhCN. This aromatic organic compound is a colorless liquid with a cherry or almond like odour. It is mainly used industrially to produce the melamine resin precursor benzoguanamine. Production and reactions It is prepared by ammoxidation of toluene, that is its reaction with ammonia and oxygen (or air) at . : + 3/2 + → + In the laboratory it can be prepared by the dehydration of benzamide or benzaldehyde oxime or by the Rosenmund–von Braun reaction using cuprous cyanide or NaCN/DMSO and bromobenzene. : Hydrogenation of benzonitrile in principle gives benzylamine, but owing to transamination, dibenzylamine and tribenzylamine are also produced. Applications Laboratory uses Benzonitrile is a useful solvent and a versatile precursor to many derivatives. It reacts with amines to afford N-substituted benzamides after hydrolysis. It is a precursor to diphenylmethanimine via reaction with phenylmagnes ...
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Wiley-VCH
Wiley-VCH is a German publisher owned by John Wiley & Sons. It was founded in 1921 as Verlag Chemie (meaning "Chemistry Press": VCH stands for ''Verlag Chemie'') by two German learned societies A learned society ( ; also scholarly, intellectual, or academic society) is an organization that exists to promote an academic discipline, profession, or a group of related disciplines such as the arts and sciences. Membership may be open to al .... Later, it was merged into the German Chemical Society (GDCh). In 1991, VCH acquired Akademie Verlag. It has been owned by John Wiley & Sons since 1996. The humanities section of Akademie Verlag and the Akademie brand were sold in 1997 to R. Oldenbourg Verlag, while VCH retained the natural sciences catalog. References External links * Wiley (publisher) Publishing companies of Germany Publishing companies established in 1921 Weinheim German companies established in 1921 {{publish-company-stub ...
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Raney Nickel
Raney nickel , also called spongy nickel, is a fine-grained solid composed mostly of nickel derived from a nickel–aluminium alloy. Several grades are known, of which most are gray solids. Some are pyrophoric, but most are used as air-stable slurries. Raney nickel is used as a reagent and as a catalyst in organic chemistry. It was developed in 1926 by American engineer Murray Raney for the hydrogenation of vegetable oils. Raney Nickel is a registered trademark of W. R. Grace and Company. Other major producers are Evonik and Johnson Matthey. Preparation Alloy preparation The Ni–Al alloy is prepared by dissolving nickel in molten aluminium followed by cooling ("quenching"). Depending on the Ni:Al ratio, quenching produces a number of different phases. During the quenching procedure, small amounts of a third metal, such as zinc or chromium, are added to enhance the activity of the resulting catalyst. This third metal is called a "Promoter (catalysis), promoter". The promoter ...
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Benzaldehyde
Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is among the simplest aromatic aldehydes and one of the most industrially useful. It is a colorless liquid with a characteristic almond-like odor, and is commonly used in cherry-flavored sodas. A component of bitter almond oil, benzaldehyde can be extracted from a number of other natural sources. Synthetic benzaldehyde is the flavoring agent in imitation almond extract, which is used to flavor cakes and other baked goods. History Benzaldehyde was first extracted in 1803 by the French pharmacist Martrès. His experiments focused on elucidating the nature of amygdalin, the poisonous compound found in bitter almonds, the fruit of '' Prunus dulcis''. Further work on the oil by Pierre Robiquet and Antoine Boutron Charlard, two French chemists, produced benzaldehyde. In 1832, Friedrich Wöhler and Justus von Liebig first synthesized benzaldehyde. Production Benzaldeh ...
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Reductive Amination
Reductive amination (also known as reductive alkylation) is a form of amination that converts a carbonyl group to an amine via an intermediate imine. The carbonyl group is most commonly a ketone or an aldehyde. It is a common method to make amines and is widely used in green chemistry since it can be done catalytically in One-pot synthesis, one-pot under mild conditions. In biochemistry, Dehydrogenase, dehydrogenase enzymes use reductive amination to produce the amino acid Glutamic acid, glutamate. Additionally, there is ongoing research on alternative synthesis mechanisms with various metal catalysts which allow the reaction to be less energy taxing, and require milder reaction conditions. Investigation into biocatalysts, such as imine reductases, have allowed for higher selectivity in the reduction of chiral amines which is an important factor in pharmaceutical synthesis. Reaction process Reductive amination occurs between a carbonyl such as an aldehyde or ketone and an amine i ...
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Benzonitrile
Benzonitrile is the chemical compound with the formula , abbreviated PhCN. This aromatic organic compound is a colorless liquid with a cherry or almond like odour. It is mainly used industrially to produce the melamine resin precursor benzoguanamine. Production and reactions It is prepared by ammoxidation of toluene, that is its reaction with ammonia and oxygen (or air) at . : + 3/2 + → + In the laboratory it can be prepared by the dehydration of benzamide or benzaldehyde oxime or by the Rosenmund–von Braun reaction using cuprous cyanide or NaCN/ DMSO and bromobenzene. : Hydrogenation of benzonitrile in principle gives benzylamine, but owing to transamination, dibenzylamine and tribenzylamine are also produced. Applications Laboratory uses Benzonitrile is a useful solvent and a versatile precursor to many derivatives. It reacts with amines to afford N-substituted benzamides after hydrolysis. It is a precursor to diphenylmethanimine via reaction with phen ...
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Benzyl Chloride
Benzyl chloride, or α-chlorotoluene, is an organic compound with the formula . This colorless liquid is a reactive organochlorine compound that is a widely used chemical building block. Preparation Benzyl chloride is prepared industrially by the gas-phase photochemical reaction of toluene with chlorine: : In this way, approximately 100,000 tonnes are produced annually. The reaction proceeds by the free radical process, involving the intermediacy of free chlorine atoms. Side products of the reaction include benzal chloride and benzotrichloride. Other methods of production exist, such as the Blanc chloromethylation of benzene. Benzyl chloride was first prepared from treatment of benzyl alcohol with hydrochloric acid. Uses and reactions Industrially, benzyl chloride is the precursor to benzyl esters, which are used as plasticizers, flavorants, and perfumes. Phenylacetic acid, a precursor to pharmaceuticals, is produced from benzyl cyanide, which in turn is generated b ...
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John Glenn
John Herschel Glenn Jr. (July 18, 1921 – December 8, 2016) was an American Marine Corps aviator, astronaut, businessman, and politician. He was the third American in space and the first to orbit the Earth, circling it three times in 1962. Following his retirement from NASA, he served from 1974 to 1999 as a United States Senate, U.S. Senator from Ohio; in 1998, he flew into space again at the age of 77. Before joining NASA, Glenn was a distinguished fighter pilot in World War II, the Operation Beleaguer, Chinese Civil War, and the Korean War. He shot down three MiG-15s and was awarded six Distinguished Flying Cross (United States), Distinguished Flying Crosses and eighteen Air Medals. In 1957, he made the first supersonic transcontinental flight across the United States. His on-board camera took the first continuous, panoramic photograph of the United States. Glenn was one of the Mercury Seven military test pilots selected in 1959 by NASA as the nation's first astron ...
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NASA
The National Aeronautics and Space Administration (NASA ) is an independent agencies of the United States government, independent agency of the federal government of the United States, US federal government responsible for the United States's civil list of government space agencies, space program, aeronautics research and outer space, space research. National Aeronautics and Space Act, Established in 1958, it succeeded the National Advisory Committee for Aeronautics (NACA) to give the American space development effort a distinct civilian orientation, emphasizing peaceful applications in space science. It has since led most of America's space exploration programs, including Project Mercury, Project Gemini, the 1968–1972 Apollo program missions, the Skylab space station, and the Space Shuttle. Currently, NASA supports the International Space Station (ISS) along with the Commercial Crew Program and oversees the development of the Orion (spacecraft), Orion spacecraft and the Sp ...
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Mercury-Atlas 6
Mercury-Atlas 6 (MA-6) was the first crewed American orbital spaceflight, which took place on February 20, 1962. Piloted by astronaut John Glenn and operated by NASA as part of Project Mercury, it was the fifth human spaceflight, preceded by Soviet orbital flights Vostok 1 and 2 and American sub-orbital flights Mercury-Redstone 3 and 4. The Mercury spacecraft, named ''Friendship 7'', was carried to orbit by an Atlas LV-3B launch vehicle lifting off from Launch Complex 14 at Cape Canaveral, Florida. After three orbits, the spacecraft re-entered the Earth's atmosphere, splashed down in the North Atlantic Ocean, and was safely taken aboard . The total mission flight time was 4 hours 55 minutes and 23 seconds. Preparation After the successful completion of the Mercury-Atlas 5 flight that carried Enos, a chimpanzee, in late November 1961, a press conference was held in early December. Reporters asked NASA's Robert Gilruth who would be the first U.S. astronaut in orbit, pilo ...
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