C2-Benzenes
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C2-Benzenes
The C2benzenes are a class of organic aromatic compounds which contain a benzene ring and two other carbon atoms. For the hydrocarbons with no further unsaturation, there are four isomers. There are three xylenes and one ethylbenzene. The substances are: Xylenes * ''o''-xylene (1,2-dimethylbenzene), * ''m''-xylene (1,3-dimethylbenzene) * ''p''-xylene (1,4-dimethylbenzene) Other *Ethylbenzene (not a true xylene but present in mixtures called "mixed xylenes") *Styrene *Phenylacetylene Phenylacetylene is an alkyne hydrocarbon containing a phenyl group. It exists as a colorless, viscous liquid. In research, it is sometimes used as an analog for acetylene; being a liquid, it is easier to handle than acetylene gas. Preparation In ... File:Ortho-Xylol - ortho-xylene 2.svg, 1,2-Dimethylbenzene File:Meta-Xylol - meta-xylene 2.svg, 1,3-Dimethylbenzene File:Para-Xylol - para-xylene 2.svg, 1,4-Dimethylbenzene File:Ethylbenzol.svg, Ethylbenzene File:Styrene.svg, Styrene File:Phenyla ...
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Xylene
In organic chemistry, xylene or xylol (; IUPAC name: dimethylbenzene) are any of three organic compounds with the formula . They are derived from the substitution of two hydrogen atoms with methyl groups in a benzene ring; which hydrogens are substituted determines which of three structural isomers results. It is a colorless, flammable, slightly greasy liquid of great industrial value. The mixture is referred to as both xylene and, more precisely, xylenes. Mixed xylenes refers to a mixture of the xylenes plus ethylbenzene. The four compounds have identical empirical formulas . Typically the four compounds are produced together by various catalytic reforming and pyrolysis methods. Occurrence and production Xylenes are an important petrochemical produced by catalytic reforming and also by carbonization, coal carbonisation in the manufacture of coke (fuel), coke fuel. They also occur in crude oil in concentrations of about 0.5–1%, depending on the source. Small quantities occur ...
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Xylenes
In organic chemistry, xylene or xylol (; IUPAC name: dimethylbenzene) are any of three organic compounds with the formula . They are derived from the substitution of two hydrogen atoms with methyl groups in a benzene ring; which hydrogens are substituted determines which of three structural isomers results. It is a colorless, flammable, slightly greasy liquid of great industrial value. The mixture is referred to as both xylene and, more precisely, xylenes. Mixed xylenes refers to a mixture of the xylenes plus ethylbenzene. The four compounds have identical empirical formulas . Typically the four compounds are produced together by various catalytic reforming and pyrolysis methods. Occurrence and production Xylenes are an important petrochemical produced by catalytic reforming and also by coal carbonisation in the manufacture of coke fuel. They also occur in crude oil in concentrations of about 0.5–1%, depending on the source. Small quantities occur in gasoline and aircraft f ...
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Ethylbenzene
Ethylbenzene is an organic compound with the formula . It is a highly flammable, colorless liquid with an odor similar to that of gasoline. This monocyclic aromatic hydrocarbon is important in the petrochemical industry as an reaction intermediate in the production of styrene, the precursor to polystyrene, a common plastic material. In 2012, more than 99% of ethylbenzene produced was consumed in the production of styrene. Occurrence and applications Ethylbenzene occurs naturally in coal tar and petroleum. The dominant application of ethylbenzene is its role as an intermediate in the production of polystyrene. Catalytic dehydrogenation of ethylbenzene gives hydrogen and styrene: : → C6H5CH=CH2 + As of May 2012, more than 99% of all the ethylbenzene produced is used for this purpose. Ethylbenzene hydroperoxide, a reagent and radical initiator, is produced by autoxidation of ethylbenzene: :C6H5CH2CH3 + O2 → C6H5CH(O2H)CH3 Niche uses Ethylbenzene is added to gasoline as ...
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M-Xylene
''m''-Xylene ( ''meta''-xylene) is an aromatic hydrocarbon. It is one of the three isomers of dimethylbenzene known collectively as xylenes. The ''m-'' stands for ''meta-'', indicating that the two methyl groups in ''m''-xylene occupy positions 1 and 3 on a benzene ring. It is in the positions of the two methyl groups, their arene substitution pattern, that it differs from the other isomers, ''o''-xylene and ''p''-xylene. All have the same chemical formula C6H4(CH3)2. All xylene isomers are colorless and highly flammable. Production and use Petroleum contains about 1 weight percent xylenes. The ''meta'' isomer can be isolated from a mix of xylenes by the partial sulfonation (to which other isomers are less prone) followed by removal of unsulfonated oils and steam distillation of the sulfonated product. The major use of ''meta''-xylene is in the production of isophthalic acid, which is used as a copolymerizing monomer to alter the properties of polyethylene terephthalate. Th ...
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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 ...
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Ethylbenzene
Ethylbenzene is an organic compound with the formula . It is a highly flammable, colorless liquid with an odor similar to that of gasoline. This monocyclic aromatic hydrocarbon is important in the petrochemical industry as an reaction intermediate in the production of styrene, the precursor to polystyrene, a common plastic material. In 2012, more than 99% of ethylbenzene produced was consumed in the production of styrene. Occurrence and applications Ethylbenzene occurs naturally in coal tar and petroleum. The dominant application of ethylbenzene is its role as an intermediate in the production of polystyrene. Catalytic dehydrogenation of ethylbenzene gives hydrogen and styrene: : → C6H5CH=CH2 + As of May 2012, more than 99% of all the ethylbenzene produced is used for this purpose. Ethylbenzene hydroperoxide, a reagent and radical initiator, is produced by autoxidation of ethylbenzene: :C6H5CH2CH3 + O2 → C6H5CH(O2H)CH3 Niche uses Ethylbenzene is added to gasoline as ...
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Styrene
Styrene () is an organic compound with the chemical formula C6H5CH=CH2. This derivative of benzene is a colorless oily liquid, although aged samples can appear yellowish. The compound evaporates easily and has a sweet smell, although high concentrations have a less pleasant odor. Styrene is the precursor to polystyrene and several copolymers. Approximately 25 million tonnes of styrene were produced in 2010, increasing to around 35 million tonnes by 2018. Natural occurrence Styrene is named after storax balsam (often commercially sold as ''styrax''), the resin of Liquidambar trees of the Altingiaceae plant family. Styrene occurs naturally in small quantities in some plants and foods (cinnamon, coffee beans, balsam tree (other), balsam trees and peanuts) and is also found in coal tar. History In 1839, the German apothecary Eduard Simon isolated a volatile liquid from the resin (called ''storax'' or ''styrax'' (Latin)) of the Liquidambar styraciflua, American sweetgu ...
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Phenylacetylene
Phenylacetylene is an alkyne hydrocarbon containing a phenyl group. It exists as a colorless, viscous liquid. In research, it is sometimes used as an analog for acetylene; being a liquid, it is easier to handle than acetylene gas. Preparation In the laboratory, phenylacetylene can be prepared by elimination of hydrogen bromide from styrene dibromide using sodium amide in ammonia: : It can also be prepared by the elimination of hydrogen bromide from bromostyrene using molten potassium hydroxide. Reactions Phenylacetylene is a prototypical terminal acetylene, undergoing many reactions expected of that functional group. It undergoes semihydrogenated over Lindlar catalyst to give styrene. In the presence of base and copper(II) salts, it undergoes oxidative coupling to give diphenylbutadiyne. In the presence of metal catalysts, it undergoes oligomerization, trimerization, and even polymerization. : In the presence of gold or mercury reagents, phenylacetylene hydrates to give acet ...
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C2-Benzenes
The C2benzenes are a class of organic aromatic compounds which contain a benzene ring and two other carbon atoms. For the hydrocarbons with no further unsaturation, there are four isomers. There are three xylenes and one ethylbenzene. The substances are: Xylenes * ''o''-xylene (1,2-dimethylbenzene), * ''m''-xylene (1,3-dimethylbenzene) * ''p''-xylene (1,4-dimethylbenzene) Other *Ethylbenzene (not a true xylene but present in mixtures called "mixed xylenes") *Styrene *Phenylacetylene Phenylacetylene is an alkyne hydrocarbon containing a phenyl group. It exists as a colorless, viscous liquid. In research, it is sometimes used as an analog for acetylene; being a liquid, it is easier to handle than acetylene gas. Preparation In ... File:Ortho-Xylol - ortho-xylene 2.svg, 1,2-Dimethylbenzene File:Meta-Xylol - meta-xylene 2.svg, 1,3-Dimethylbenzene File:Para-Xylol - para-xylene 2.svg, 1,4-Dimethylbenzene File:Ethylbenzol.svg, Ethylbenzene File:Styrene.svg, Styrene File:Phenyla ...
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Aromatic Compound
Aromatic compounds, also known as "mono- and polycyclic aromatic hydrocarbons", are organic compounds containing one or more aromatic rings. The parent member of aromatic compounds is benzene. The word "aromatic" originates from the past grouping of molecules based on smell, before their general chemical properties are understood. The current definition of aromatic compounds does not have any relation with their smell. Heteroarenes are closely related, since at least one carbon atom of CH group is replaced by one of the heteroatoms oxygen, nitrogen, or sulfur. Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one nitrogen atom. Hydrocarbons without an aromatic ring are called Aliphatic compound, aliphatic. Benzene ring model Benzene, C6H6, is the least complex aromatic hydrocarbon, and it was the fir ...
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Benzene Ring
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major industrial chemical, it finds limited use in consumer items because of its toxicity. History Discovery The word "''benzene''" derives from "''gum benzoin''" (benzoin resi ...
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Hydrocarbons
In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic, and their odors are usually weak or exemplified by the odors of gasoline and lighter fluid. They occur in a diverse range of molecular structures and phases: they can be gases (such as methane and propane), liquids (such as hexane and benzene), low melting solids (such as paraffin wax and naphthalene) or polymers (such as polyethylene and polystyrene). In the fossil fuel industries, ''hydrocarbon'' refers to the naturally occurring petroleum, natural gas and coal, and to their hydrocarbon derivatives and purified forms. Combustion of hydrocarbons is the main source of the world's energy. Petroleum is the dominant raw-material source for organic commodity chemicals such as solvents and polymers. Most anthropogenic (human-generated) emissions of greenhouse gases are carb ...
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