126535
2,6-Dimethylnaphthalene
99%
Synonym(s):
2,6-Dimethylnaphthalene
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About This Item
Linear Formula:
C10H6(CH3)2
CAS Number:
Molecular Weight:
156.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-464-0
Beilstein/REAXYS Number:
1903544
MDL number:
Assay:
99%
Quality Level
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)
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.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1
Storage Class
11 - Combustible Solids
wgk
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)
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