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126535

Sigma-Aldrich

2,6-Dimethylnaphthalene

99%

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Synonym(s):
2,6-Dimethylnaphthalene
Linear Formula:
C10H6(CH3)2
CAS Number:
Molecular Weight:
156.22
Beilstein/REAXYS Number:
1903544
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

99%

bp

262 °C (lit.)

mp

106-110 °C (lit.)

SMILES string

Cc1ccc2cc(C)ccc2c1

InChI

1S/C12H12/c1-9-3-5-12-8-10(2)4-6-11(12)7-9/h3-8H,1-2H3

InChI key

YGYNBBAUIYTWBF-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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1 of 4

This Item
250937279919360740
vibrant-m

126535

2,6-Dimethylnaphthalene

vibrant-m

250937

1,6-Dimethylnaphthalene

vibrant-m

279919

2,7-Dimethylnaphthalene

vibrant-m

360740

1,2-Dimethylnaphthalene

mp

106-110 °C (lit.)

mp

−17-−16 °C (lit.)

mp

94-97 °C (lit.)

mp

−2-−1 °C (lit.)

bp

262 °C (lit.)

bp

265-266 °C (lit.)

bp

263 °C (lit.)

bp

266-267 °C (lit.)

Gene Information

human ... CYP1A2(1544)

Gene Information

human ... CYP1A2(1544)

Gene Information

human ... CYP1A2(1544)

Gene Information

human ... CYP1A2(1544)

General description

2,6-dimethylnaphthalene is a polycyclic aromatic hydrocarbon available in the water bodies and can be determined by gas chromatography with flame-ionization.

Application

2,6-Dimethylnaphthalene hs been used as a substrate in intramolecular isotope effect experiments to compare substrate dynamics in CYP2E1 and CYP2A6.

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Z A Shamsuddin et al.
Drug metabolism and disposition: the biological fate of chemicals, 14(6), 724-732 (1986-11-01)
Metabolism of the environmental contaminant 2,6-dimethylnaphthalene (2,6-DMN) by rat liver microsomes and an NADPH-regenerating system led to the formation of three ring oxidation metabolites--2,6-dimethyl-3-naphthol, 2,6-dimethyl-3,4-naphthoquinone, and 3,4-dihydro-3,4-dihydroxy-2,6-dimethylnaphthalene--and one side chain oxidation metabolite--2-hydroxymethyl-6-methylnaphthalene. In addition, one metabolite remained unidentified. Pretreatment of
Aryl sulfate formation in sea urchins (Strongylocentrotus droebachiensis) ingesting marine algae (Fucus distichus) containing 2,6-dimethylnaphthalene.
D C Malins et al.
Environmental research, 27(2), 290-297 (1982-04-01)
Determination of mixtures of benzo[a]pyrene, 2,6-dimethylnaphthalene and their metabolites by high-performance liquid chromatography with fluorescence detection.
M M Krahn et al.
Analytical biochemistry, 113(1), 27-33 (1981-05-01)
M Bramucci et al.
Applied microbiology and biotechnology, 59(6), 679-684 (2002-09-13)
Sphingomonas strain ASU1 was isolated from an industrial wastewater bioreactor and grew on 2,6-dimethylnaphthalene (2,6-DMN) as the sole carbon/energy source. The genes for a xylene monooxygenase were cloned from strain ASU1. Expression of the ASU1 xylene monooxygenase was compared to
David Kofi Essumang
TheScientificWorldJournal, 10, 972-985 (2010-06-09)
The levels and distribution of 24 polycyclic aromatic hydrocarbons (PAHs) were determined in six water bodies along the coastal belt of Ghana using gas chromatography with flame-ionization detection (GC/FID). The average total PAHs recorded are from the Pra estuary, 6.3

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