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1330-20-7

1330-20-7 Structure

1330-20-7 Structure
IdentificationMore
[Name]

Xylene
[CAS]

1330-20-7
[Synonyms]

AQUALINE STANDARD 5.0
C12-14-TERT-ALKYLAMINES, CMPDS WITH (2-BENZOTHIAZOLYLTHIO)-BUTANEDOIC ACID (2:1)
XYLENES
DIMETHYLBENZENE
DIMETHYLBENZENES
IRGACOR 153
NAPHTHA SOLVENT
SCINTILENE COCKTAIL
SCINTIVERSE E COCKTAIL
SCINTIVERSE I COCKTAIL
SEALIT SEALANT
XYLENE
XYLENES
XYLENES, MIXED
XYLOL
ai3-02209-x
benzene,dimethyl-
caswellno906
dimethyl-benzen
Dimethylbenzene(mixture)
epapesticidechemicalcode086802
[EINECS(EC#)]

215-535-7
[Molecular Formula]

C8H10
[MDL Number]

MFCD00077264
[Molecular Weight]

106.17
[MOL File]

1330-20-7.mol
Chemical PropertiesBack Directory
[Description]

Xylene is used as a solvent. In this application, the mixture of isomers is often referred to as xylenes or xylol. Solvent xylene often contains a small percentage of ethylbenzene. Like the individual isomers, the mixture is colourless, sweet smelling, and highly flammable. Application of xylene is extensive and includes, but is not limited to, printing, rubber, and leather industries.
Similarly, it is used as a cleaning agent for steel and silicon wafers. In the petroleum industry, xylene is also a frequent component of paraffin solvents, used when the tubing becomes clogged with paraffin wax. Xylene is incompatible with strong oxidisers and is known to cause fires and explosions. There are three forms of xylene in which the methyl groups vary on the benzene ring: (i) meta-xylene, (ii) ortho-xylene, and (iii) para-xylene. These forms are referred to as isomers. Xylene is a colourless, sweet-smelling liquid. Xylene occurs naturally in petroleum and coal tar. Chemical industries produce xylene from petroleum. It is also used as a cleaning agent and a thinner for paint and in paints, in glues, in printing inks, and in varnishes. Xylene evaporates quickly from the soil and surface water into the air.
[Appearance]

clear liquid
[Melting point ]

-34 °C
[Boiling point ]

137-140 °C (lit.)
[density ]

0.86 g/mL at 25 °C(lit.)
[vapor density ]

3.7 (vs air)
[vapor pressure ]

18 mm Hg ( 37.7 °C)
[refractive index ]

n20/D 1.497(lit.)
[Fp ]

77 °F(lit.)
[storage temp. ]

Flammables area
[solubility ]

Chloroform (Soluble), Methanol (Slightly)
[form ]

Liquid
[color ]

APHA: ≤10
[Odor]

char. sweet odor
[explosive limit]

7%
[Water Solubility ]

<0.1 g/L (20 ºC)
[Merck ]

14,10081
[BRN ]

1901563
[Dielectric constant]

10.0(Ambient)
[Exposure limits]

ACGIH: TWA 100 ppm; STEL 150 ppm
OSHA: TWA 100 ppm(435 mg/m3)
[Stability:]

Volatile
[InChIKey]

KAKOUNRRKSHVJO-UHFFFAOYSA-N
[LogP]

3.16 at 20℃
[Uses]

Aviation gasoline; protective coatings; solvent for alkyd resins, lacquers, enamels, rubber cements; synthesis of organic chemicals.
[CAS DataBase Reference]

1330-20-7(CAS DataBase Reference)
[IARC]

3 (Vol. 47, 71) 1999
[EPA Substance Registry System]

1330-20-7(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

Xylene occurs in the manufacture of different petroleum products and as an impurity in benzene and toluene. It is a colorless and flammable liquid. Commercial xylene is a mixture of three isomers, namely, ortho, meta, and para isomer. It is extensively used in different industries associated with paints, rubber, inks, resins, adhesives, paper coating, solvents, and emulsifi ers. Also, xylene is used as an important raw material in the manufacture of plasticizers, glass-reinforced polyesters, and alkyd resins.
[General Description]

A light colored to colorless liquid with a hydrocarbon odor. Flash point between 52-93°F. Less dense than water. Vapors are heavier than air. Vapors may irritate the eyes, nose, throat and respiratory tract. High vapor concentrations may cause central nervous system depression or damage. Liquid contact may irritate eyes and skin. Prolonged liquid contact mat result in defatting and drying of the skin. Avoid ingestion.
[Reactivity Profile]

Vigorous reactions, sometimes amounting to explosions, can result from the contact between these materials and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction.
[Air & Water Reactions]

Highly flammable. Water insoluble.
[Health Hazard]

Exposures to xylene cause toxicity and adverse health effects to animals and humans. Acute and chronic exposure to xylene induces adverse effects on the skin and respiratory system of animals and humans. Prolonged exposure to xylene demonstrated burning effect, drying, defatting of skin, eye irritation, lung congestion, CNS excitation, depression, mucosal hemorrhage, and mild liver damage
[Health Hazard]

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
[Physical properties]

Xylene is benzene to which two methyl groups have been added to two carbon atoms in the benzene ring. The addition of two methyl groups gives three isomers of xylene labeled according to the relative positions of the methyl groups. Ortho-xylene has methyl groups on consecutive carbons in the ring, meta-xylene's metyl groups are separated by a single carbon bonded to hydrogen atoms, and para-xylene has the methyl groups on carbon atoms on opposite sides of the ring. The three xylene isomers are abbreviated using o-,m-, p- for ortho, meta, and para, respectively. Xylene is used both as a mixture, where it is referred to as xylenes or xylol, and as individual isomers. Because their boiling points are close, separation using distillation is difficult. Therefore isomers are separated using techniques such as recrystallization and adsorption. Xylenes are flammable, colorless liquids with a pleasant odor. Xylene was first isolated from coal tar in the mid-19th century. The name xylene comes from the Greek word for wood xulon because xylene was obtained from the distillation of wood in the absence of oxygen.
[Definition]

An organic hydrocarbon present in the light-oil fraction of crude oil. It is used extensively as a solvent. There are three isomeric compounds with this name and formula, distinguished as 1,2-, 1,3-, and 1,4-dimethylbenzene according to the positions of the methyl groups on the benzene ring.
[Production Methods]

Xylene is produced by catalytic reforming, and, depending on the feedstock, yields of >85% can be achieved. Commercially, xylene is also recovered from coal tar, yielding a typical mixture of about 10–20% ortho, 40–70% meta, and 10–25% para isomer. Impurities include ethylbenzene, benzene, toluene, phenol, thiophene, and pyridine (53, 438).
[Carcinogenicity]

Mixed xylene and the individual xylene isomers have tested negative in a wide variety of genotoxic assays; they are considered to be nonmutagenic. The IARC has determined that there is inadequate evidence in humans and experimental animals for the carcinogenicity of xylenes.
[Environmental Fate]

Xylene is an eight carbon aromatic hydrocarbon compound that is a minor component of all gasoline. Xylene is a colorless, flammable liquid that is about 14% lighter than water. It has a sweet, pungent odor. Xylene has a molecular weight of 106.7 g mol1. At 25 C, xylene has a solubility in water of 106 mg l1, an estimated vapor pressure of 6.6–8.8mm Hg and a Henry’s law constants ranging from 5.18  103 to 7.18  103 atm-m3 mole1. The log octanol/ water partition coefficient is 3.12. Conversion factors for xylene in air are as follows: 1 mgm3 ? 0.23 ppm; 1 ppm? 4.36 mgm3.
If released to air, the moderate vapor pressure predicts xylene will exist solely as a vapor in the ambient atmosphere. Vapor-phase xylene will be degraded in the atmosphere by a reaction with photochemically produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 2 days. Xylenes do not contain chromophores that absorb at wavelengths >290 nm and therefore are not expected to be susceptible to direct photolysis by sunlight.
If released into water, xylene would only moderately adsorb to suspended solids and sediment based upon an estimated Koc range of 36–365. Volatilization from water surfaces is expected to be the dominant fate process based upon the estimated Henry’s law constant. Estimated volatilization half-lives for a model river and model lake are 1 h and 4 days, respectively. Using a standard biochemical oxygen demand (BOD) dilution technique and an activated sewage inoculum, a theoretical BOD of 72% was observed over a 20-day incubation period for a mixture of xylene isomers, suggesting that biodegradation is an important environmental fate process in water. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions.
If released to soil, xylene is expected to have high to moderate mobility in the subsurface based upon the range of known Koc values. Volatilization of xylene from moist soil surfaces is expected to be an important fate process. Xylene may volatilize from dry soil surfaces based on the moderate vapor pressure.
Using a measured log Kow of 3.12, the USEPA’s EPI Suite computer program estimates both a bioconcentration factor and a bioaccumulation factor of 110.7. These predicted bioaccumulation and biomagnifications values are relatively low.
Xylene would therefore not be expected to be found in the tissues of fish or wildlife as (1) xylene contains no persistent functional groups (e.g., chlorine, bromine); (2) exposure would be expected to be low based on a low half-life in the environment; and (3) subsequent to exposure, trace levels of xylene would be rapidly metabolized by the liver (similar to what is seen with other organic compounds).
[Purification Methods]

Usual impurities are ethylbenzene, paraffins, traces of sulfur compounds and water. It is not practicable to separate the m-, and p-isomers of xylene by fractional distillation, although, with a sufficiently efficient still, o-xylene can be fractionally distilled from a mixture of isomers. Purify (and dry) by fractional distillation from LiAlH4, P2O5, CaH2 or sodium. This treatment can be preceded by shaking successively with conc H2SO4, water, aqueous 10% NaOH, water and mercury, and drying with CaCl2 for several days. Xylene can be purified by azeotropic distillation with 2-ethoxyethanol or 2-methoxyethanol, the distillate being washed with water to remove the alcohol, then dried and fractionally distilled. [Beilstein 5 H 360.]
[Toxicity evaluation]

The mechanism of toxicity is suspected to be similar to other solvents that rapidly induce anesthesia-like effects, i.e., a ‘nonspecific narcosis’ due to disruption (solvation) of the integrity of the cellular membranes of the central nervous system (CNS). The effect is similar to the ‘high’ experienced upon exposure to other hydrocarbon solvents.
As seen with exposure to other hydrocarbon solvents, upon inhalation, xylene is moderately toxic and may cause irritation of the respiratory tract and narcosis. Xylene appears to produce reversible effects upon the liver, renal, and nervous systems. The nervous system appears to be the most sensitive to the effects of xylene. High level xylene exposures produced incoordination, ataxia, unconsciousness and eventually, death. Lower level acute exposures in man produce dizziness, exhilaration, and confusion. Although the actual biochemical mechanism of toxicity has not been discerned, the narcotic effects seen are most likely related to its physical solvent properties.
Safety DataBack Directory
[Hazard Codes ]

Xn,F
[Risk Statements ]

R10:Flammable.
R20/21:Harmful by inhalation and in contact with skin .
R38:Irritating to the skin.
R36/38:Irritating to eyes and skin .
[Safety Statements ]

S25:Avoid contact with eyes .
[RIDADR ]

UN 1307 3/PG 3
[WGK Germany ]

2
[RTECS ]

ZE2100000
[Autoignition Temperature]

867 °F
[TSCA ]

Yes
[HazardClass ]

3
[PackingGroup ]

II
[HS Code ]

29024400
[Safety Profile]

Moderately toxic by intraperitoneal and subcutaneous routes. LWdly toxic by ingestion and inhalation. An experimental teratogen. Human systemic effects by inhalation: olfactory changes, conjunctiva irritation, and pulmonary changes. Experimental reproductive effects. Mutation data reported. A human eye irritant, An experimental skin and severe eye irritant. Some temporary corneal effects are noted, as well as some conjunctival irritation by instillation (adding drops to the eyes one drop at a time). Irritation can start @ 200 ppm. A very dangerous fire hazard when exposed to heat or flame; can react with oxidzing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also other xylene entries.
[Hazardous Substances Data]

1330-20-7(Hazardous Substances Data)
[Toxicity]

LD50 oral in rat: 4300mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Sulfuric acid-->Poly(acrylic acid)-->Diethylene glycol-->PETROLEUM ETHER-->Platinum-->Calcium chloride hexahydrate-->Motor benzol-->light benzol-->heavy benzol-->COUMARONE RESIN-->Hydrogenated gasoline
[Preparation Products]

N,N'-Diphenylbenzidine-->Ethyl 3-methyl-3-phenylglycidate-->Pyridaben E.C.-->1,4-Bis(aminomethyl)benzene-->Amino resin varnish-->Propisochlor-->pesticide emuslsifier 656L-->N-Methyl-1-(methylthio)-2-nitroethylen-1-amine-->Methyl 3-isoquinolinecarboxylate-->4-PROPYL-PYRIDIN-2-YLAMINE-->DIMETHYLANILINE-->pesticide emulsifier 6502-->Pesticide emulsifier 0207-->pesticide emulsifier 0206-->reversible temperature indicating coating (IV)-->polyurethane water-based emulsion finishes PU-II series-->Amino baking varnish-->Methyl cedryl ether-->2-Amino-4,6-dimethylpyridine-->biodegrddable finishing agent for fabric-->Diethylbenzene-->Asphalt antifouling paint L40-32-->Fenvalerate+Malathion,E.C.(21%)-->Metazachlor-->pesticide emulsifier BCL-->CHLOROMETHYL BUTYL ETHER-->(2,6-Diisopropyl-4-Phenoxy)Phenylthiourea-->N-ACETYLHOMOPIPERAZINE-->3-Benzyloxyphenol-->Quizalofop-ethyl E.C.-->CHLOROMETHYL ISO-PROPYL ETHER-->TOLUALDEHYDES-->ETHYLENESULFATE-->Malathion+Fenitrothion,E.C.-->fire resistant silicone sealant LZ-850-->SANTALOL-->Vat Voilet 3-->pesticide emulsifier BSL-->Acrylic acid maleic acid copolymer-->SANTALYL ACETATE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Xylene(1330-20-7).msds
Questions And AnswerBack Directory
[Description]

As one of the most common chemicals used in industry, Xylene it is commonly found in ink, rubber, varnishes, adhesives, jet fuel, gasoline, pesticides, perfumes, pharmaceuticals, and elsewhere. It can be used as a solvent and cleaner for acrylic antiquing sealers on concrete, a paint thinner, and a transfer agent for printed materials, among many other uses.
In histology, it is used as a clearing agent to prepare samples for coverslipping, as well as tissue processing and staining. As a wax solvent, it can remove paraffin from slides prior to use.
Paraxylene, one of its isomers, is also used as a precursor to terephthalic acid and dimethyl terephthalate, both important raw materials for the production of polyethylene terephthalate (PET), a type of plastic commonly used for bottles and other packaging. Various isomers of xylene are also used as a precursors for polyester fabric, tear gas, and other chemicals.
[References]

https://en.wikipedia.org/wiki/Xylene
http://sciencing.com/uses-xylene-5544817.html
http://www.toxipedia.org/display/toxipedia/Xylene
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2996004/
http://www.manmadediy.com/users/martin/posts/1374-how-to-make-a-gigantic-solvent-transfer
http://www.worldofchemicals.com/423/chemistry-articles/xylene-a-solvent-mixture-of-three-isomers.html
Spectrum DetailBack Directory
[Spectrum Detail]

Xylene(1330-20-7)1HNMR
Xylene(1330-20-7)IR
Xylene(1330-20-7)FT-IR
Xylene(1330-20-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Xylenes, mixed, electronic use grade, for residue analysis, 99+%(1330-20-7)
[Alfa Aesar]

Xylenes, Semiconductor Grade(1330-20-7)
[Sigma Aldrich]

1330-20-7(sigmaaldrich)
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