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296325

Sigma-Aldrich

m-Xylene

anhydrous, ≥99%

Synonym(s):

1,3-Dimethylbenzene

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About This Item

Linear Formula:
C6H4(CH3)2
CAS Number:
Molecular Weight:
106.17
Beilstein:
605441
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:

grade

anhydrous

Quality Level

vapor density

3.7 (vs air)

vapor pressure

16 mmHg ( 37.7 °C)

Assay

≥99%

form

liquid

autoignition temp.

982 °F

expl. lim.

7 %

impurities

<0.002% water
<0.005% water (100 mL pkg)

evapn. residue

<0.0003%

refractive index

n20/D 1.497 (lit.)

bp

138-139 °C (lit.)

mp

−48 °C (lit.)

density

0.868 g/mL at 25 °C (lit.)

SMILES string

Cc1cccc(C)c1

InChI

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

InChI key

IVSZLXZYQVIEFR-UHFFFAOYSA-N

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Application

m-Xylene may be used in the synthesis of 2,4-dimethylbenzophenone via Friedel–Craft acylation with benzoyl chloride over iron-modified tungstophosphoric acid supported on titania. It may also undergo chloromethylation in the presence of organic acids under organic-aqueous biphasic conditions to form a mixture of chloromethyl-2,4-dimethylbenzene and 1,3-bis(chloromethyl)-4,6-dimethylbenzene.

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Signal Word

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

80.6 °F - closed cup

Flash Point(C)

27 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Strong organic acids as efficient catalysts for the chloromethylation of m-xylene: the synthesis of 1, 3-bis (chloromethyl)-4, 6-dimethylbenzene.
Kishida T, et al.
Industrial & Engineering Chemistry Research, 48(4), 1831-1839 (2009)
Iron (III)-Modified Tungstophosphoric Acid Supported on Titania Catalyst: Synthesis, Characterization, and Friedel?Craft Acylation of m-Xylene.
Mu M, et al.
Industrial & Engineering Chemistry Research, 54(36), 8893-8899 (2015)
Influence of alkyl group and temperature on excess thermodynamic properties of diethyl carbonate and their binary mixtures at 0.1 MPa.
Srilakshmi M, et al.
Journal of Molecular Liquids, 211, 854-867 (2015)
Dragana Bozinovski et al.
FEMS microbiology ecology, 81(1), 134-144 (2012-03-01)
A sulfate-reducing consortium maintained for several years in the laboratory with m-xylene as sole source of carbon and energy was characterized by terminal restriction fragment length polymorphism (T-RFLP) fingerprinting of PCR-amplified 16S rRNA genes and stable isotope probing of proteins
Michalis Koutinas et al.
Environmental microbiology, 12(6), 1705-1718 (2010-06-18)
The structure of the extant transcriptional control network of the TOL plasmid pWW0 born by Pseudomonas putida mt-2 for biodegradation of m-xylene is far more complex than one would consider necessary from a mere engineering point of view. In order

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