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95682

Sigma-Aldrich

p-Xylene

puriss. p.a., ≥99.0% (GC)

Synonym(s):

1,4-Dimethylbenzene

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About This Item

Linear Formula:
C6H4(CH3)2
CAS Number:
Molecular Weight:
106.17
Beilstein/REAXYS Number:
1901563
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

vapor density

3.7 (vs air)

Quality Level

vapor pressure

9 mmHg ( 20 °C)

grade

puriss. p.a.

assay

≥99.0% (GC)

form

liquid

autoignition temp.

984 °F

expl. lim.

7 %

impurities

≤0.5% o- and m-xylene (GC)
≤0.5% toluene (GC)

evapn. residue

≤0.002%

refractive index

n20/D 1.495 (lit.)
n20/D 1.495

bp

138 °C (lit.)

mp

12-13 °C (lit.)

solubility

water: soluble 0.2 g/L

density

0.861 g/mL at 20 °C (lit.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤0.5 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

SMILES string

Cc1ccc(C)cc1

InChI

1S/C8H10/c1-7-3-5-8(2)6-4-7/h3-6H,1-2H3

InChI key

URLKBWYHVLBVBO-UHFFFAOYSA-N

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General description

p-Xylene is an isomeric form of xylene. It undergoes Friedel-Crafts acylation reaction with various acids in the presence of zeolites (catalyst). It can be obtained from the mixtures of isomeric forms of xylene and ethylbenzene, isolated from the naptha fraction of petroleum. Also, it can be prepared from toluene by employing ZSM (Zeolite Socony Mobil)-5 catalysts. It is a raw material for the manufacture of PET (poly(ethylene terephthalate)) bottles. Sustainable synthesis of xylene from ethylene and dimethylfuran in the presence of zeolite catalysts has been reported.

Application

p-Xylene may be used in the synthesis of poly-p-xylene and terephthalic acid.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 2


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cycloaddition of biomass-derived furans for catalytic production of renewable p-xylene.
Williams CL, et al.
ACS Catalysis, 2(6), 935-939 (2012)
Friedel-Crafts acylation of toluene and p-xylene with carboxylic acids catalyzed by zeolites.
Chiche B, et al.
The Journal of Organic Chemistry, 51(11), 2128-2130 (1986)
Ultra-selective cycloaddition of dimethylfuran for renewable p-xylene with H-BEA.
Chang CC, et al.
Green Chemistry, 16(2), 585-588 (2014)
Metal-organic framework MIL-101 for high-resolution gas-chromatographic separation of xylene isomers and ethylbenzene.
Zhi-Yuan Gu et al.
Angewandte Chemie (International ed. in English), 49(8), 1477-1480 (2010-01-22)
Francesc X Prenafeta-Boldú et al.
FEMS microbiology ecology, 80(3), 722-734 (2012-03-03)
The treatment of air contaminated with toluene, ethylbenzene, and p-xylene was assayed in three laboratory-scale biofilters, each consisting of two modules connected in series, packed with a pelletized organic fertilizer and inoculated with a toluene-degrading liquid enrichment culture. Biofilters were

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