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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)

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6264
STBK3147
STBK1377
STBJ0674
STBG7481

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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)
A Rahman et al.
Canadian journal of physiology and pharmacology, 64(9), 1214-1218 (1986-09-01)
The mechanisms governing absorption of polynuclear aromatic hydrocarbons (PAHs) are important since these carcinogenic compounds occur as solutes in dietary lipids. These highly lipophilic compounds are well absorbed in the intestine. Bile salt micellar solubilization probably facilitates their transport across
J V Schnell et al.
Xenobiotica; the fate of foreign compounds in biological systems, 10(3), 229-234 (1980-03-01)
1. Benzo[a]pyrene, 2,6-dimethylnaphthalene, and naphthalene were used as substrates for a coho salmon (Oncorhynchus kisutch) liver microsomal preparation. 2. The apparent Michaelis constants (Km) were as follows: benzo[a]pyrene, 2.1 microM; 2,6-dimethylnaphthalene, 15.3 microM; and naphthalene, 300 microM. 3. The results
M M Krahn et al.
Journal of chromatography, 236(2), 441-452 (1982-02-19)
An automated extractor-concentrator was used to extract metabolites of naphthalene, 2,6-dimethylnaphthalene, and benzo[a]pyrene from serum, bile and liver homogenate of rainbow trout (Salmo gairdneri). The extracts were analyzed by reversed-phase high-performance liquid chromatography (HPLC) with fluorescence detection. Recoveries of naphthalene
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)
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Protocols

GC Analysis of Polynuclear Aromatic Hydrocarbons (PAHs) in Salmon on SPB®-608 (20 m x 0.18 mm I.D., 0.18 µm) after QuEChERS Cleanup using Supel™ QuE Z-Sep, Fast GC Analysis

GC Analysis of Polynuclear Aromatic Hydrocarbons (PAHs) in Salmon on SPB®-608 (20 m x 0.18 mm I.D., 0.18 µm) after QuEChERS Cleanup using Supel™ QuE Z-Sep, Fast GC Analysis

GC Analysis of Polynuclear Aromatic Hydrocarbons (PAHs) in Salmon on SPB®-608 (20 m x 0.18 mm I.D., 0.18 µm) after QuEChERS Cleanup using Supel™ QuE Z-Sep, Fast GC Analysis

GC Analysis of Polynuclear Aromatic Hydrocarbons (PAHs) in Salmon on SPB®-608 (20 m x 0.18 mm I.D., 0.18 µm) after QuEChERS Cleanup using Supel™ QuE Z-Sep, Fast GC Analysis

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