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P-Toluic Acid
''p''-Toluic acid (4-methylbenzoic acid) is a substituted benzoic acid with the formula CH3C6H4CO2H. It is a white solid that is poorly soluble in water but soluble in acetone. A laboratory route to ''p''-toluic acid involves oxidation of p-cymene with nitric acid. Role in production of terephthalic acid ''p''-Toluic acid is an intermediate in the conversion of ''p''-xylene to terephthalic acid, a commodity chemical used in the manufacture of polyethylene terephthalate. It is generated both by the oxidation of ''p''-xylene as well as the 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. ... of 4-carboxybenzaldehyde. In related processes it is converted to methyl p-toluate, which is oxidized to monomethyl terephthalate. See also * ''o''-Toluic acid * ''m' ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Merck Index
''The Merck Index'' is an encyclopedia of chemical substance, chemicals, pharmaceutical drug, drugs and biomolecule, biologicals with over 10,000 monographs, monograph on single substances or groups of related chemical compound, compounds published online by the Royal Society of Chemistry. History The first edition of the Merck's Index was published in 1889 by the German chemical company Merck Group, Emanuel Merck and was primarily used as a sales catalog for Merck's growing list of chemicals it sold. The American subsidiary was established two years later and continued to publish it. During World War I the US government seized Merck's US operations and made it a separate American "Merck" company that continued to publish the Merck Index. In 2012 the Merck Index was licensed to the Royal Society of Chemistry. An online version of The Merck Index, including historic records and new updates not in the print edition, is commonly available through research libraries. It also include ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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. It is the simplest aromatic carboxylic acid. The name is derived from gum benzoin, which was for a long time its only source. Benzoic acid occurs naturally in many plants and serves as an intermediate in the biosynthesis of many secondary metabolites. Salts of benzoic acid are used as food preservatives. Benzoic acid is an important precursor for the industrial synthesis of many other organic substances. The salts and esters of benzoic acid are known as benzoates . History Benzoic acid was discovered in the sixteenth century. The dry distillation of gum benzoin was first described by Nostradamus (1556), and then by Alexius Pedemontanus (1560) and Blaise de Vigenère (1596). Justus von Liebig and Friedrich Wöhler determined the composition of benzoic acid. These latter also investigated how hippuric acid is related ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acetone
Acetone (2-propanone or dimethyl ketone), is an organic compound with the formula . It is the simplest and smallest ketone (). It is a colorless, highly volatile and flammable liquid with a characteristic pungent odour. Acetone is miscible with water and serves as an important organic solvent in its own right, in industry, home, and laboratory. About 6.7 million tonnes were produced worldwide in 2010, mainly for use as a solvent and production of methyl methacrylate (and from that PMMA) as well as bisphenol A.Acetone World Petrochemicals report, January 2010Stylianos Sifniades, Alan B. Levy, "Acetone" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. It is a common building block in |
P-cymene
''p''-Cymene is a naturally occurring aromatic organic compound. It is classified as an alkylbenzene related to a monoterpene. Its structure consists of a benzene ring ''para''-substituted with a methyl group and an isopropyl group. ''p''-Cymene is insoluble in water, but miscible with organic solvents. Isomers and production In addition to ''p''-cymene, two less common geometric isomers are ''o''-cymene, in which the alkyl groups are ''ortho''-substituted, and ''m''-cymene, in which they are ''meta''-substituted. ''p''-Cymene is the only natural isomer, as expected from the terpene rule. All three isomers form the group of cymenes. Cymene is also produced by alkylation of toluene with propylene. Related compounds It is a constituent of a number of essential oils, most commonly the oil of cumin and thyme. Significant amounts are formed in sulfite pulping process from the wood terpenes. ''p''-Cymene is a common ligand for ruthenium. The parent compound is 2.html" ;"tit ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
P-Xylene
''p''-Xylene ( ''para''-xylene) is an aromatic hydrocarbon. It is one of the three isomers of dimethylbenzene known collectively as xylenes. The ''p-'' stands for ''para-'', indicating that the two methyl groups in ''p''-xylene occupy the diametrically opposite substituent positions 1 and 4. It is in the positions of the two methyl groups, their arene substitution pattern, that it differs from the other isomers, ''o''-xylene and ''m''-xylene. All have the same chemical formula C6H4(CH3)2. All xylene isomers are colorless and highly flammable. The odor threshold of ''p''-xylene is 0.62 parts per million (ppm). Production The production of ''p''-xylene is industrially significant, with annual demand estimated at 37 million tons in 2014, and still on the increase. ''p''-Xylene is produced by catalytic reforming of petroleum naphtha as part of the BTX aromatics (benzene, toluene and the xylene isomers) extracted from the catalytic reformate. The ''p''-xylene is then separated out ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Terephthalic Acid
Terephthalic acid is an organic compound with formula C6H4(CO2H)2. This white solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Several million tonnes are produced annually. The common name is derived from the turpentine-producing tree ''Pistacia terebinthus'' and phthalic acid. History Terephthalic acid was first isolated (from turpentine) by the French chemist Amédée Cailliot (1805–1884) in 1846. Terephthalic acid became industrially important after World War II. Terephthalic acid was produced by oxidation of ''p''-xylene with dilute nitric acid. Air oxidation of ''p''-xylene gives ''p''-toluic acid, which resists further air-oxidation. Conversion of ''p''-toluic acid to methyl p-toluate (CH3C6H4CO2CH3) opens the way for further oxidation to monomethyl terephthalate, which is further esterified to dimethyl terephthalate. In 1955, Mid-Century Corporation and ICI announced the bromide-promoted oxida ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Polyethylene Terephthalate
Polyethylene terephthalate (or poly(ethylene terephthalate), PET, PETE, or the obsolete PETP or PET-P), is the most common thermoplastic polymer resin of the polyester family and is used in fibres for clothing, containers for liquids and foods, and thermoforming for manufacturing, and in combination with glass fibre for engineering resins. In 2016, annual production of PET was 56 million tons. The biggest application is in fibres (in excess of 60%), with bottle production accounting for about 30% of global demand. In the context of textile applications, PET is referred to by its common name, polyester, whereas the acronym ''PET'' is generally used in relation to packaging. Polyester makes up about 18% of world polymer production and is the fourth-most-produced polymer after polyethylene (PE), polypropylene (PP) and polyvinyl chloride (PVC). PET consists of repeating (C10H8O4) units. PET is commonly recycled, and has the digit 1 (♳) as its resin identification code (RIC). T ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
4-Carboxybenzaldehyde
4-Carboxybenzaldehyde (CBA) is an organic compound with the formula OCHC6H4CO2H. It consists of a benzene ring substituted with both an aldehyde and a carboxylic acid, with these functional groups on opposite corners of the ring. This compound is formed in 0.5% yield as a byproduct in the production terephthalic acid Terephthalic acid is an organic compound with formula C6H4(CO2H)2. This white solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Several million tonnes are produced annua ... from ''p''-xylene. Since approximately 40,000,000 tons of terephthalic acid are produced per year, CBA is a relatively large scale industrial chemical.Scott D. Barnicki "Synthetic Organic Chemicals" in Handbook of Industrial Chemistry and Biotechnology edited by James A. Kent, New York : Springer, 2012. 12th ed. (Print) (Online) See also * 2-Carboxybenzaldehyde References {{DEFAULTSORT:Carboxybenzaldehyde Ben ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methyl P-toluate
Methyl ''p''-toluate is the organic compound with the formula CH3C6H4CO2CH3. It is a waxy white solid that is soluble in common organic solvents. It is the methyl ester of ''p''-toluic acid. Methyl ''p''-toluate per se is not particularly important but is an intermediate in some routes to dimethyl terephthalate, a commodity chemical Commodity chemicals (or bulk commodities or bulk chemicals) are a group of chemicals that are made on a very large scale to satisfy global markets. The average prices of commodity chemicals are regularly published in the chemical trade magazines an ....{{cite journal, title=p-Xylene Oxidation to Terephthalic Acid: A Literature Review Oriented toward Process Optimization and Development, author1=Tomas, Rogerio A. F. , author2=Bordado, Joao C. M. , author3=Gomes, Joao F. P. , journal=Chemical Reviews, year=2013, volume=113, issue=10 , pages=7421–69 , doi=10.1021/cr300298j , pmid=23767849 References Methyl esters Benzoate esters Commodity chemi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Oxidation Of P-xylene To Terephthalic Acid
Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a decrease in the oxidation state. There are two classes of redox reactions: * ''Electron-transfer'' – Only one (usually) electron flows from the reducing agent to the oxidant. This type of redox reaction is often discussed in terms of redox couples and electrode potentials. * ''Atom transfer'' – An atom transfers from one substrate to another. For example, in the rusting of iron, the oxidation state of iron atoms increases as the iron converts to an oxide, and simultaneously the oxidation state of oxygen decreases as it accepts electrons released by the iron. Although oxidation reactions are commonly associated with the formation of oxides, other chemical species can serve the same function. In hydrogenation, C=C (and other) bonds ar ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
O-Toluic Acid
''o''-Toluic acid, also 2-methylbenzoic acid, is an aromatic carboxylic acid, with formula (CH3)C6H4(COOH). It is an isomer of ''p''-toluic acid and ''m''-toluic acid. When purified and recrystallized, ''o''-toluic acid forms needle-shaped crystals. ''o''-Toluic acid was first noticed by Sir William Ramsay, credited discoverer of the noble gases and winner of the 1904 Nobel Prize in Chemistry. o-Toluic acid is prepared by oxidation of o-xylene with nitric acid Nitric acid is the inorganic compound with the formula . It is a highly corrosive mineral acid. The compound is colorless, but older samples tend to be yellow cast due to decomposition into oxides of nitrogen. Most commercially available nitri .... References Benzoic acids {{aromatic-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
