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126535

Sigma-Aldrich

2,6-Dimethylnaphthalene

99%

Synonym(s):

2,6-Dimethylnaphthalene

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About This Item

Linear Formula:
C10H6(CH3)2
CAS Number:
581-42-0
Molecular Weight:
156.22
Beilstein:
1903544
EC Number:
209-464-0
MDL number:
MFCD00004120
UNSPSC Code:
12352100
PubChem Substance ID:
24847732
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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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
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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)
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
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)
E A Barnsley
Applied and environmental microbiology, 54(2), 428-433 (1988-02-01)
Flavobacteria that were able to grow on 2,6-dimethylnaphthalene (2,6-DMN) were isolated from soil. Most were able to oxidize a broad range of aromatic hydrocarbons after growth on 2,6-DMN at rates comparable to that of the oxidation of 2,6-DMN itself. One
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
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