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Encyclopedia > Xylene

The term xylenes refers to a group of 3 benzene derivatives which encompasses ortho-, meta-, and para- isomers of dimethyl benzene. The o-, m- and p- isomers specify to which carbon atoms (of the main benzene ring) the two methyl groups are attached. Counting the carbon atoms from one of the ring carbons bonded to a methyl group, and counting towards the second ring carbon bonded to a methyl group, the o- isomer has the IUPAC name of 1,2-dimethylbenzene. The m- isomer has the IUPAC name of 1,3-dimethylbenzene. And p- isomer has the IUPAC name of 1,4-dimethylbenzene. Benzene, also known as benzol, is an organic chemical compound with the formula C6H6. ... In chemistry, isomers are molecules with the same chemical formula and often with the same kinds of bonds between atoms, but in which the atoms are arranged differently. ... Dimethylbenzene is an organic compound also known as xylene ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... Benzene, C6H6, PhH, or benzol is a colorless and flammable liquid with a pleasant, sweet smell. ... In chemistry a methyl-group is a hydrophobic Alkyl functional group which is derived from methane (CH4). ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... Properties In chemistry and physics, an atom (Greek ἄτομος or átomos meaning uncuttable) is the smallest particle of a chemical element that retains its chemical properties. ... The International Union of Pure and Applied Chemistry (IUPAC) is an international non-governmental organization devoted to the advancement of chemistry. ...

It is a colorless, sweet-smelling liquid that is very flammable. It occurs naturally in petroleum and coal tar and is formed during forest fires. The chemical properties differ slightly from isomer to isomer. The melting point is between −47.87 °C (m-xylene) and 13.26 °C (p-xylene). The boiling point is for each isomer at around 140 °C. The density is at around 0.87 kg/L and thus is less dense than water. Xylene in air can be smelled at 0.08 to 3.7 parts of xylene per million parts of air (ppm) and can begin to be tasted in water at 0.53 to 1.8 ppm. IUPAC naming (cyclics); File links The following pages link to this file: User:DrBob/Figures Xylene IUPAC nomenclature Categories: GFDL images ... Pumpjack pumping an oil well near Sarnia, Ontario Ignacy Łukasiewicz - inventor of the refining of kerosene from crude oil. ... Coal tar is the liquid by-product of the distillation of coal to make coke. ... Fire in San Bernardino, California Mountains (image taken from the International Space Station) A wildfire, also known as a forest fire, vegetation fire, grass fire, or bushfire (in Australasia), is an uncontrolled fire in wildland often caused by lightning; other common causes are human carelessness and arson. ... Water is a tasteless, odourless substance that is essential to all known forms of life and is known as the universal solvent. ...


Chemical industries produce xylene from petroleum. It is one of the top 30 chemicals produced in the United States in terms of volume. Xylene is used as a solvent and in the printing, rubber, and leather industries. p-Xylene is used as a feedstock in the production of terephthalic acid, which is a monomer used in the production of polymers. It is also used as a cleaning agent for steel, a pesticide [1], a thinner for paint, and in paints and varnishes. It is found in small amounts in airplane fuel and gasoline. With oxidizing agents, such as potassium permanganate (KMnO4), the methyl group can be oxidized to a carboxylic acid. By oxidizing both methyl groups towards the acid, o-xylene forms phthalic acid, whereas p-xylene forms terephthalic acid. A solvent is a fluid phase (liquid, gas, or plasma) that dissolves a solid, liquid, or gaseous solute, resulting in a solution. ... This article or section is in need of attention from an expert on the subject. ... Latex being collected from a tapped rubber tree Rubber is an elastic hydrocarbon polymer which occurs as a milky colloidal suspension (known as latex) in the sap of several varieties of plants. ... Modern leather-working tools Leather is a material created through the tanning of hides, pelts and skins of animals, primarily cows. ... Terephthalic acid is one isomer of the three phthalic acids. ... In chemistry, a monomer (from Greek mono one and meros part) is a small molecule that may become chemically bonded to other monomers to form a polymer. ... Polymer is a term used to describe large molecules consisting of repeating structural units, or monomers, connected by covalent chemical bonds. ... The old Steel cable of a colliery winding tower Steel is sometimes described as a sea of electrons. ... A cropduster spreading pesticide. ... Turpentine substitute is a mineral based replacement for the vegetable based organic solvent turpentine. ... This article does not cite its references or sources. ... Varnish is a transparent, hard, protective finish or film primarily used in wood finishing but also for other materials. ... Jet fuel is a type of aviation fuel designed for use in jet-engined aircraft. ... Gasoline, also called petrol, is a petroleum-derived liquid mixture consisting primarily of hydrocarbons and enhanced with benzene or iso-octane to increase octane ratings, used as fuel in internal combustion engines. ... Potassium permanganate is the chemical compound KMnO4. ... Structure of a carboxylic acid The 3D structure of the carboxyl group A space-filling model of the carboxyl group Carboxylic acids are organic acids characterized by the presence of a carboxyl group, which has the formula -(C=O)-OH, usually written as -COOH. In general, the salts and anions... Phthalic acid, or benzene-1,2-dicarboxylic acid, is an aromatic dicarboxylic acid, with formula C6H4(COOH)2. ... Terephthalic acid is one isomer of the three phthalic acids. ...

Isomers of Xylene
General
Common name o-xylene m-xylene p-xylene
Systematic name 1,2-dimethylbenzene 1,3-dimethylbenzene 1,4-dimethylbenzene
Other names o-xylol;
orthoxylene
m-xylol;
metaxylene
p-xylol;
paraxylene
Molecular formula C8H10
SMILES Cc1c(C)cccc1 Cc1cc(C)ccc1 Cc1ccc(C)cc1
Molar mass 106.16 g/mol
Appearance clear, colorless liquid
CAS number [95-47-6] [108-38-3] [106-42-3]
CAS number for mixture of xylenes [1330-20-7]
Properties
Density and phase 0.88 g/cm³, liquid 0.86 g/cm³, liquid 0.86 g/cm³, liquid
Solubility in water practically insoluble
Soluble in non-polar solvents such as aromatic hydrocarbons
Melting point −25 °C (248 K) −48 °C (225 K) 13 °C (286 K)
Boiling point 144 °C (417 K) 139 °C (412 K) 138 °C (411 K)
Viscosity  ? cP at 25 °C  ? cP at 25 °C  ? cP at 25 °C
Hazards
MSDS External MSDS  ?  ?
EU Classification Harmful (Xn)
Flash point 32 °C 27 °C 27 °C
R/S statement R10, R20/21, R38: S2, S25
RTECS number ZE2450000 ZE2275000 ZE2625000
Supplementary data page
Structure & properties n, εr, etc.
Thermodynamic data Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Related aromatic
hydrocarbons
toluene, mesitylene, benzene, ethylbenzene
Related compounds xylenols - types of phenols
Except where noted otherwise, data are given for
materials in their standard state (at 25°C, 100 kPa)
Infobox disclaimer and references

Contents

IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... Molar mass is the mass of one mole of a chemical element or chemical compound. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... Density (symbol: ρ - Greek: rho) is a measure of mass per volume. ... In the physical sciences, a phase is a set of states of a macroscopic physical system that have relatively uniform chemical composition and physical properties (i. ... It has been suggested that this article or section be merged with Solution. ... This article describes water from a scientific and technical perspective. ... A solvent is a fluid phase (liquid, gas, or plasma) that dissolves a solid, liquid, or gaseous solute, resulting in a solution. ... In chemistry, an aromatic molecule is one in which electrons are free to cycle around circular arrangements of atoms, which are alternately singly and doubly bonded to one another. ... Hydrocarbons are refined at oil refineries and processed at chemical plants In chemistry, a hydrocarbon is any chemical compound that consists only of the elements carbon (C) and hydrogen (H). ... The melting point of a solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... The pitch drop experiment at the University of Queensland. ... The poise (P) is the cgs unit of viscosity, 1 P = 1 g·cm-1·s-1 The SI analog is 1 pascal second (Pa·s) = 1 kg·m-1·s-1 = 10 P. It is named after Jean Louis Marie Poiseuille. ... The poise (P) is the cgs unit of viscosity, 1 P = 1 g·cm-1·s-1 The SI analog is 1 pascal second (Pa·s) = 1 kg·m-1·s-1 = 10 P. It is named after Jean Louis Marie Poiseuille. ... The poise (P) is the cgs unit of viscosity, 1 P = 1 g·cm-1·s-1 The SI analog is 1 pascal second (Pa·s) = 1 kg·m-1·s-1 = 10 P. It is named after Jean Louis Marie Poiseuille. ... A material safety data sheet or MSDS is a form containing data regarding the properties of a particular substance. ... Council Directive 67/548/EEC of 27 June 1967 on the approximation of laws, regulations and administrative provisions relating to the classification, packaging and labelling of dangerous substances (as amended) is the main source of European Union law concerning chemical safety. ... The flash point of a flammable liquid is the lowest temperature at which it can form an ignitable mixture with air. ... Risk and Safety Statements, also known as R/S statements, R/S numbers, R/S phrases, and R/S sentences, is a system of hazard codes and phrases for labeling dangerous chemicals and compounds. ... RTECS, also known as Registry of Toxic Effects of Chemical Substances, is a database of toxicity information compiled from the open scientific literature that is available for charge. ... The refractive index (or index of refraction) of a material is the factor by which the phase velocity of electromagnetic radiation is slowed in that material, relative to its velocity in a vacuum. ... The dielectric constant εr (represented as or K in some cases) is defined as the ratio: where εs is the static permittivity of the material in question, and ε0 is the vacuum permittivity. ... Ultraviolet-Visible Spectroscopy or Ultraviolet-Visible Spectrophotometry (UV/ VIS) involves the spectroscopy of photons (spectrophotometry). ... IR spectrum of a thin film of liquid ethanol. ... Nuclear Magnetic Resonance Spectroscopy most commonly known as NMR Spectroscopy is the name given to the technique which exploits the magnetic properties of nuclei. ... Basic schematic of a mass spectrometer Mass spectrometry (also known as mass spectroscopy (deprecated)[1] or in common speech mass-spec) is an analytical technique used to measure the mass-to-charge ratio of ions. ... In chemistry, an aromatic molecule is one in which electrons are free to cycle around circular arrangements of atoms, which are alternately singly and doubly bonded to one another. ... Hydrocarbons are refined at oil refineries and processed at chemical plants In chemistry, a hydrocarbon is any chemical compound that consists only of the elements carbon (C) and hydrogen (H). ... Toluene, also known as methylbenzene or phenylmethane is a clear, water-insoluble liquid with the typical smell of paint thinners, reminiscent of the sweet smell of the related compound benzene. ... In organic chemistry, mesitylene or 1,3,5-trimethylbenzene (C9H12) is an aromatic hydrocarbon with three methyl substituents attached to the benzene ring. ... Benzene, also known as benzol, is an organic chemical compound with the formula C6H6. ... Chemical Structure of Ethylbenzene Ethylbenzene is an organic chemical compound which is an aromatic hydrocarbon with the chemical formula C8H10. ... In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of a hydroxyl group (-OH) attached to an aromatic hydrocarbon group. ... In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals) and 25 degrees Celsius (298. ...

Structure

Xylenes are Hydrocarbons. More specifically, they are derivatives of benzene, an aromatic hydrocarbon. Xylenes, like normal benzene have a planar structure which makes them very stable. They are soluble in alcohol and ether, but nearly insoluble in water. Xylenes are often mixed with ethylbenzene when preparing industrial and commercial solutions of the isomers. Each mix is colorless at room temperature. para-Xylene forms crystals at high temperatures. Hydrocarbons are refined at oil refineries and processed at chemical plants In chemistry, a hydrocarbon is any chemical compound that consists only of the elements carbon (C) and hydrogen (H). ... Benzene, also known as benzol, is an organic chemical compound with the formula C6H6. ... An aromatic hydrocarbon (abbreviated as AH) or arene [1] is a hydrocarbon, the molecular structure of which incorporates one or more planar sets of six carbon atoms that are connected by delocalised electrons numbering the same as if they consisted of alternating single and double covalent bonds. ... Ethanol, also known as ethyl alcohol or grain alcohol, is a flammable, colorless, mildly toxic chemical compound with a distinctive perfume-like odor, and is the alcohol found in alcoholic beverages. ... Diethyl ether, also known as ether and ethoxyethane, is a clear, colorless, and highly flammable liquid with a low boiling point and a characteristic smell. ...


Health effects

Xylene affects the brain. High levels from exposure for short periods (14 days or less) or long periods (more than 1 year) can cause headaches, lack of muscle coordination, dizziness, confusion, and changes in one's sense of balance. Exposure of people to high levels of xylene for short periods can also cause irritation of the skin, eyes, nose, and throat; difficulty in breathing; problems with the lungs; delayed reaction time; memory difficulties; stomach discomfort; and possibly changes in the liver and kidneys. It can cause unconsciousness and even death at very high levels (often seen similar to huffing). In animals, the brain, or encephalon (Greek for in the head), is the control center of the central nervous system. ... Volatile substance abuse or solvent abuse (called huffing) is the practice of inhaling volatile substances for their psychoactive effects. ...


Studies of unborn animals indicate that high concentrations of xylene may cause increased numbers of deaths, and delayed growth and development. In many instances, these same concentrations also cause damage to the mothers. It is not yet known if xylene harms the unborn child if the mother is exposed to low levels of xylene during pregnancy.


Besides occupational exposure, the principal pathway of human contact is via soil contamination from leaking underground storage tanks containing petroleum products. Subsequently humans may come into contact with the soil or groundwater may become affected, which, if used as a water supply could lead to health effects of ingesting contaminated water. Another common form of human exposure to xylene is in the use of certain types of pens, writing and drawing instruments, and art supplies, namely “Sharpie” brand permanent pens. It has been suggested that this article or section be merged with Hygiene. ... Excavation of leaking underground storage tank causing soil contamination Soil contamination is the presence of man made chemicals or other alteration to the natural soil environment. ... An Underground Storage Tank (UST) is a tank and any underground piping connected to the tank that has at least 10 percent of its combined volume underground. ...


See also

Water pollution Water pollution is a large set of adverse effects upon water bodies (lakes, rivers, oceans, groundwater) caused by human activities. ... The skull and crossbones is a common symbol for toxicity. ... Gasoline, also called petrol, is a petroleum-derived liquid mixture consisting primarily of hydrocarbons and enhanced with benzene or iso-octane to increase octane ratings, used as fuel in internal combustion engines. ...

External links


  Results from FactBites:
 
Xylene - Wikipedia, the free encyclopedia (780 words)
The term xylenes refers to a group of 3 benzene derivatives which encompasses ortho-, meta-, and para- isomers of dimethyl benzene.
Xylene in air can be smelled at 0.08 to 3.7 parts of xylene per million parts of air (ppm) and can begin to be tasted in water at 0.53 to 1.8 ppm.
Xylene is used as a solvent and in the printing, rubber, and leather industries.
ATSDR - MMG: Xylene (4531 words)
Xylene vapor is heavier than air and may cause asphyxiation in enclosed, poorly ventilated, or low-lying areas.
Xylene lowers the threshold of the heart to the effects of epinephrine, partially disrupting the rhythm.
Xylene is not included in Reproductive and Developmental Toxicants, a 1991 report published by the United States General Accounting Office (GAO) that lists 30 chemicals of concern because of widely acknowledged reproductive and developmental consequences.
  More results at FactBites »

 

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