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P-XYLENE

Description References
P-XYLENE
P-XYLENE structure
CAS No.
106-42-3
Chemical Name:
P-XYLENE
Synonyms
p-XyL;p-Xylol;4-xylene;P-XYLENE;ai3-52255;1,4-Xylene;Scintillar;Xylene, P-;PARA-XYLENE;p-Xylene,AR
CBNumber:
CB2136488
Molecular Formula:
C8H10
Formula Weight:
106.17
MOL File:
106-42-3.mol

P-XYLENE Properties

Melting point:
12-13 °C (lit.)
Boiling point:
138 °C (lit.)
Density 
0.861 g/mL at 20 °C (lit.)
vapor density 
3.7 (vs air)
vapor pressure 
9 mm Hg ( 20 °C)
refractive index 
n20/D 1.495(lit.)
Flash point:
77 °F
storage temp. 
Store at +5°C to +30°C.
solubility 
water: soluble0.2g/L
form 
Liquid
pka
>15 (Christensen et al., 1975)
color 
Colorless
Relative polarity
0.074
Odor
Like benzene; characteristic aromatic.
Odor Threshold
0.058ppm
explosive limit
1.1-7%(V)
Water Solubility 
Miscible with alcohol, ether, acetone, benzene and chloroform. Immiscible with water.
λmax
λ: 294 nm Amax: 1.00
λ: 320 nm Amax: 0.10
λ: 350 nm Amax: 0.05
λ: 380-400 nm Amax: 0.01
Merck 
14,10081
BRN 
1901563
Henry's Law Constant
16.1 at 45.00 °C, 18.6 at 50.00 °C, 20.3 at 55.00 °C, 23.4 at 60.00 °C, 30.5 at 70.00 °C (static headspace-GC, Park et al., 2004)
Exposure limits
TLV-TWA100 ppm (~434 mg/m3) (ACGIH, MSHA, and OSHA); STEL 150 ppm (~651 mg/m3) (ACGIH); ceiling 200 ppm/ 10 min (NIOSH); IDLH 1000 ppm (NIOSH).
Stability:
Stable. Incompatible with oxidizing agents. Hygroscopic. Flammable.
InChIKey
URLKBWYHVLBVBO-UHFFFAOYSA-N
CAS DataBase Reference
106-42-3(CAS DataBase Reference)
FDA UNII
6WAC1O477V
EPA Substance Registry System
p-Xylene (106-42-3)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS06,GHS08,GHS02,GHS07,GHS09
Signal word  Danger
Hazard statements  H304-H319-H332-H336-H360-H371-H411-H301+H311+H331-H370-H226-H312+H332-H315-H312
Precautionary statements  P201-P202-P233-P240-P241+P242+P243-P264-P270-P271-P273-P301+P310+P331-P302+P352+P332+P313+P362+P364-P304+P340+P312-P305+P351+P338+P337+P313-P308+P311-P391-P260-P280-P301+P310-P311-P210-P261-P370+P378-P303+P361+P353-P304+P340-P501a
Hazard Codes  Xn,T,F
Risk Statements  10-20/21-38-39/23/24/25-23/24/25-11
Safety Statements  25-45-36/37-16-7
RIDADR  UN 1307 3/PG 3
WGK Germany  2
RTECS  ZE2625000
Autoignition Temperature 984 °F
TSCA  Yes
HazardClass  3
PackingGroup  III
HS Code  29024300
Toxicity LD50 orally in Rabbit: 3910 mg/kg
NFPA 704
3
2 0

P-XYLENE price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 40203 p-Xylene solution certified reference material, 5000?μg/mL in methanol 106-42-3 1 mL $48.1 2021-03-22 Buy
Sigma-Aldrich 8.08691 p-Xylene for synthesis 106-42-3 1 L $51.89 2021-03-22 Buy
Sigma-Aldrich 8.08691 p-Xylene for synthesis 106-42-3 2.5 L $109.15 2021-03-22 Buy
Sigma-Aldrich XX0045 p-Xylene Reagent 106-42-3 500 mL $111 2021-03-22 Buy
Sigma-Aldrich 134449 p-Xylene ReagentPlus , 99% 106-42-3 1l $112 2021-03-22 Buy

P-XYLENE Chemical Properties,Uses,Production

Description

p-xylene is an aromatic hydrocarbon based on benzene with two methyl substituents with the chemical formula C8H10 or C6H4(CH3)2. It is one of the three isomers of dimethylbenzene known collectively as xylenes. The “p” stands for para, identifying that he two methyl groups in p-xylene occupy the diametrically opposite substituent positions 1 and 4. p-Xylene is a colorless, flammable liquid practically insoluble in water. p-Xylene is a colorless watery liquid with a sweet odor and is dangerously flammable, with a flash point of 27°C. p-Xylene is widely used as a feedstock (or “building block”) to manufacture other industrial chemicals, notably terephthalic acid (TPA), purified terephthalic acid (PTA) and dimethyl-terephthalate (DMT). It also may be polymerised directly to produce parylene.

References

1.https://en.wikipedia.org/wiki/P-Xylene
2.https://pubchem.ncbi.nlm.nih.gov/compound/p-xylene#section=Top
3.https://www.chemicalsafetyfacts.org/paraxylene/

Chemical Properties

colourless liquid

Physical properties

Clear, colorless, watery liquid with a sweet odor. Odor threshold concentrations reported in air were 47 ppbv by Leonardos et al. (1969) and 58 ppbv by Nagata and Takeuchi (1990).

Uses

Xylene occurs in petroleum solvents andgasoline. The widest applications of xyleneare as solvents in paints, coatings, and rubber.Xylene isomers are used in the manufacture ofdyes, drugs, pesticides, and in many organicintermediates, such as terephthalic acid andphthalic anhydride.

Uses

As solvent; raw material for production of benzoic acid, phthalic anhydride, isophthalic and terephthalic acids as well as their dimethyl esters used in the manufacture of polyester fibers; manufacture of dyes and other organics; sterilizing catgut; with Canada balsam as oil-immersion in microscopy; clearing agent in microscope technique.

Definition

ChEBI: A xylene with methyl groups at positions 1 and 4.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 3247, 1988 DOI: 10.1021/jo00249a020
Tetrahedron Letters, 26, p. 1935, 1985 DOI: 10.1016/S0040-4039(00)98345-X

General Description

A colorless watery liquid with a sweet odor. Less dense than water. Insoluble in water. Irritating vapor. Freezing point is 56°F.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

P-XYLENE may react with oxidizing materials. . Acetic acid forms explosive mixtures with P-XYLENE and air (Shraer, B.I. 1970. Khim. Prom. 46(10):747-750.).

Health Hazard

Vapors cause headache and dizziness. Liquid irritates eyes and skin. If taken into lungs, causes severe coughing, distress, and rapidly developing pulmonary edema. If ingested, causes nausea, vomiting, cramps, headache, and coma. Can be fatal. Kidney and liver damage can occur.

Health Hazard

The toxic properties of xylene isomers aresimilar to toluene or ethylbenzene. The targetorgans are the central nervous system, eyes,gastrointestinal tract, kidneys, liver, blood,and skin, which, however, are affected onlyat high levels of exposure. In humans itsexposure may cause irritation of the eyes,nose, and throat, headache, dizziness, excitement,drowsiness, nausea, vomiting, abdominalpain, and dermatitis. The irritation effectsin humans may be felt at a concentration of200 ppm in air, while exposure to 10,000 ppmfor 6–8 hours may be fatal.
The oral toxicity of xylene is low. Ingestionof a high dose, however, can causedepression of the central nervous system,dizziness, nausea, and vomiting and abdominalpain. The oral LD50 values in ratsfor xylene isomers are within the range of5000 mg/kg.
The major route of absorption of xyleneis inhalation. Another significant route isskin absorption of the liquid. About 5% ofabsorbed xylene is excreted unchanged inexpired air within a few hours, while less than2% is hydroxylated to xylenols. Over 90% ofabsorbed xylenes are metabolized to o-, m-,and p-isomers of methyl benzoic acid andexcreted in urine as methyl hippuric acids(ACGIH 1986). Small amounts of xylenesmay remain stored in adipose tissue. Repeatedexposures may cause accumulation in theblood.

Fire Hazard

Behavior in Fire: Vapor is heavier than air and may travel considerable distance to a source of ignition and flash back.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion and inhalation. An experimental teratogen. Experimental reproductive effects. May be narcotic in hgh concentrations. Chronic toxicity not established, but is less toxic than benzene. A very dangerous fire hazard when exposed to heat or flame; can react with oxidzing materials. Explosive in the form of vapor when exposed to heat or flame. To fight fire, use foam, CO2, dry chemical. Potentially explosive reaction with acetic acid + air, 1,3-dichloro-5,5-dimethyl-2,4- imidazolidinhone, nitric acid + pressure. When heated to decomposition it emits acrid smoke and irritating fumes. See also other xylene entries.

Source

Detected in distilled water-soluble fractions No. 2 fuel oil (1.11 mg/L), jet fuel A (1.23 mg/L), diesel fuel (0.56 mg/L), and military jet fuel JP-4 (5.48 mg/L) (Potter, 1996); in new and used motor oil at concentrations of 0.26 to 0.29 and 302 to 339 μg/L, respectively (Chen et al., 1994). The average volume percent and estimated mole fraction in American Petroleum Institute PS-6 gasoline are 1.809 and 0.02263, respectively (Poulsen et al., 1992). Diesel fuel obtained from a service station in Schlieren, Switzerland contained m/p-xylene at a concentration of 336 mg/L (Schluep et al., 2001).
Thomas and Delfino (1991) equilibrated contaminant-free groundwater collected from Gainesville, FL with individual fractions of three individual petroleum products at 24–25 °C for 24 h. The aqueous phase was analyzed for organic compounds via U.S. EPA approved test method 602. Average m+p-xylene concentrations reported in water-soluble fractions of unleaded gasoline, kerosene, and diesel fuel were 8.611, 0.658, and 0.228 mg/L, respectively. When the authors analyzed the aqueous-phase via U.S. EPA approved test method 610, average m+p-xylene concentrations in water-soluble fractions of unleaded gasoline, kerosene, and diesel fuel were lower, i.e., 6.068, 0.360, and 0.222 mg/L, respectively.
Based on laboratory analysis of 7 coal tar samples, m+p-xylene concentrations ranged from ND to 6,000 ppm (EPRI, 1990). Detected in 1-yr aged coal tar film and bulk coal tar at concentrations of 260 and 830 mg/kg, respectively (Nelson et al., 1996). A high-temperature coal tar contained pxylene at an average concentration of 0.03 wt % (McNeil, 1983).
Schauer et al. (2001) measured organic compound emission rates for volatile organic compounds, gas-phase semi-volatile organic compounds, and particle-phase organic compounds from the residential (fireplace) combustion of pine, oak, and eucalyptus. The gas-phase emission rate of m-xylene + p-xylene was 60.0 mg/kg of pine burned. Emission rates of both isomers were not measured during the combustion of oak and eucalyptus.
Drinking water standard (final): For all xylenes, the MCLG and MCL are both 10 mg/L. In addition, a DWEL of 70 mg/L was recommended (U.S. EPA, 2000).

Environmental Fate

Biological. Microbial degradation of p-xylene produced 4-methylbenzyl alcohol, pmethylbenzaldehyde, p-toluic acid, and 4-methylcatechol (quoted, Verschueren, 1983). Dimethylcis, cis-muconic acid, and 2,3-dihydroxy-p-toluic acid were reported to be biooxidation products of p-xylene by Nocardia corallina V-49 using n-hexadecane as the substrate (Keck et al., 1989). Reported biodegradation products of the commercial product containing xylene include α-hydroxy-p-toluic acid, p-methylbenzyl alcohol, benzyl alcohol, 4-methylcatechol, m- and ptoluic acids (Fishbein, 1985). It was reported that p-xylene was cometabolized resulting in the formation of p-toluic and 2,3-dihydroxy-o-toluic acids (Pitter and Chudoba, 1990). In anoxic groundwater near Bemidji, MI, p-xylene anaerobically biodegraded to the intermediate p-toluic acid (Cozzarelli et al., 1990). In gasoline-contaminated groundwater, methylbenzylsuccinic acid was identified as the first intermediate during the anaerobic degradation of xylenes (Reusser and Field, 2002).
Photolytic. A n-hexane solution containing m-xylene and spread as a thin film (4 mm) on cold water (10 °C) was irradiated by a mercury medium pressure lamp. In 3 h, 18.5% of the p-xylene photooxidized into p-methylbenzaldehyde, p-benzyl alcohol, p-benzoic acid, and pmethylacetophenone (Moza and Feicht, 1989). Glyoxal and methylglyoxal were produced from the photooxidation of p-xylene by OH radicals in air at 25 °C (Tuazon et al., 1986a). The rate constant for the reaction of p-xylene and OH radicals at room temperature was 1.22 x 10-11 cm3/molecule?sec (Hansen et al., 1975). A rate constant of 7.45 x 10-9 L/molecule?sec was reported for the reaction of p-xylene with OH radicals in the gas phase (Darnall et al., 1976). Similarly, a room temperature rate constant of 1.41 x 10-11 cm3/molecule?sec was reported for the vapor-phase reaction of p-xylene with OH radicals (Atkinson, 1985). At 25 °C, a rate constant of 1.29 x 10-11 cm3/molecule?sec was reported for the same reaction (Ohta and Ohyama, 1985).
Chemical/Physical. Under atmospheric conditions, the gas-phase reaction with OH radicals and nitrogen oxides resulted in the formation of p-tolualdehyde (Atkinson, 1990). Kanno et al. (1982) studied the aqueous reaction of p-xylene and other aromatic hydrocarbons (benzene, toluene, oand m-xylene, and naphthalene) with hypochlorous acid in the presence of ammonium ion. They reported that the aromatic ring was not chlorinated as expected but was cleaved by chloramine forming cyanogen chloride. The amount of cyanogen chloride formed increased at lower pHs (Kanno et al., 1982). Products identified from the OH radical-initiated reaction of p-xylene in the presence of nitrogen dioxide were 3-hexene-2,5-dione, p-tolualdehyde, and 2,5-dimethylphenol (Bethel et al., 2000).

Purification Methods

The general purification methods listed for xylene above are applicable. p-Xylene can readily be separated from its isomers by crystallisation from such solvents as MeOH, EtOH, isopropanol, acetone, butanone, toluene, pentane or pentene. It can be further purified by fractional crystallisation by partial freezing, and stored over sodium wire or molecular sieves Linde type 4A. [Stokes & French J Chem Soc, Faraday Trans 1 76 537 1980, Beilstein 5 H 382, 5 I 185, 5 II 296, 5 III 845, 5 IV 951.]

P-XYLENE Preparation Products And Raw materials

Raw materials

Preparation Products


P-XYLENE Suppliers

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View Lastest Price from P-XYLENE manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-29 p-Xylene
106-42-3
US $150.00 / ASSAYS 10g more than 99.6% 500kg/month HEBEI YINGONG NEW MATERIAL TECHNOLOGY CO.,LTD
2020-01-08 p-Xylene
106-42-3
US $0.10 / KG 1KG 99.0% 1000 tons Shaanxi Dideu Medichem Co. Ltd
2019-07-14 P-XYLENE
70900-21-9
US $1.00 / KG 25KG 99% 1ton career henan chemical co

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