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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/REAXYS Number:
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

signalword

Warning

hcodes

H410

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)

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)
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
N Miyachi et al.
Applied and environmental microbiology, 59(5), 1504-1506 (1993-05-01)
Three bacterial strains, identified as Alcaligenes sp. strain D-59 and Pseudomonas sp. strains D-87 and D-186, capable of growing on 2,6-dimethylnaphthalene (2,6-DMN) as the sole source of carbon and energy were isolated from soil samples. 2,6-Naphthalene dicarboxylic acid was formed
Dietary accumulation of dimethylnaphthalene by the grass shrimp Palaemonetes pugio under stable and fluctuating temperatures.
T M Dillon
Bulletin of environmental contamination and toxicology, 28(2), 149-153 (1982-02-01)
Effect of Aroclor 1254 on the biological fate of 2,6-dimethylnaphthalene in coho salmon (Oncorhynchus kisutch).
T K Collier et al.
Bulletin of environmental contamination and toxicology, 34(1), 114-120 (1985-01-01)
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