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148245

Sigma-Aldrich

2-Methoxynaphthalene

99%

Synonym(s):

Methyl 2-naphthyl ether

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About This Item

Linear Formula:
C10H7OCH3
CAS Number:
Molecular Weight:
158.20
Beilstein:
1859408
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

bp

274 °C (lit.)

mp

70-73 °C (lit.)

solubility

benzene: soluble
carbon disulfide: soluble
diethyl ether: soluble

density

1.064 g/mL at 25 °C (lit.)

SMILES string

COc1ccc2ccccc2c1

InChI

1S/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3

InChI key

LUZDYPLAQQGJEA-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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Application

2-methoxynaphthalene acylation was used as a model reaction to study the catalytic benefits of delamination. It was also used to study the alkali-metal-mediated manganation (AMMMn) reactions.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Victoria L Blair et al.
Inorganic chemistry, 48(18), 8863-8870 (2009-09-15)
Alkali-metal-mediated manganation (AMMMn) reactions of the synergic base sodium monoalkyl-bisamidomanganate [(tmeda)Na(tmp)(CH(2)SiMe(3))Mn(tmp)] (1) with naphthalene, 1-methoxynaphthalene, or 2-methoxynaphthalene are reported. These novel direct manganation [Mn(II)] reactions produced the crystalline ortho-manganated naphthyl products [(tmeda)Na(tmp)(2-C(10)H(7))Mn(tmp)] (3), [(tmeda)Na(tmp){2-(1-MeOC(10)H(6))}Mn(CH(2)SiMe(3))] (4), and [(tmeda)Na(tmp){3-(2-MeOC(10)H(6))}Mn(tmp)] (5) in reasonable
Xiaoying Ouyang et al.
Journal of the American Chemical Society, 136(4), 1449-1461 (2013-12-19)
Layered borosilicate zeolite precursor ERB-1P (Si/B = 11) is delaminated via isomorphous substitution of Al for B using a simple aqueous Al(NO3)3 treatment. Characterization by PXRD shows loss of long-range order, and TEM demonstrates transformation of rectilinear layers in the
G M Whited et al.
Bioorganic & medicinal chemistry, 2(7), 727-734 (1994-07-01)
2-Methoxynaphthalene was subjected to biooxidation by whole cells of six organisms: Pseudomonas putida F39/D containing toluene dioxygenase, Escherichia coli JM109(pDTG601), containing recombinant toluene dioxygenase from Pp F39/D, Pseudomonas sp. NCIB 9816/11, containing naphthalene dioxygenase. E. coli JM109(pDTG141), containing recombinant naphthalene
P Di Gennaro et al.
Biotechnology and bioengineering, 93(3), 511-518 (2005-09-30)
The bioconversion of naphthalene to the 1,2-dihydro-1,2-dihydroxy derivative was performed in good yield using an Escherichia coli recombinant strain carrying Pseudomonas fluorescens N3 dioxygenase. However, the efficiency of such transformation is affected by many process parameters, and their optimization is
R R Price et al.
Journal of microencapsulation, 10(2), 215-222 (1993-04-01)
Many natural products that exhibit biocidal activity have poor solubility in water. In order to explore the prolonged delivery of these compounds from microtubules we have utilized 2-methoxynaphthalene as a model to elucidate release characteristics of hydrophobic compounds entrapped in

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