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M56808

Sigma-Aldrich

1-Methylnaphthalene

95%

Synonym(s):

1-MN

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About This Item

Linear Formula:
C10H7CH3
CAS Number:
90-12-0
Molecular Weight:
142.20
Beilstein/REAXYS Number:
506793
EC Number:
201-966-8
MDL number:
MFCD00004034
UNSPSC Code:
12352100
PubChem Substance ID:
24897036
NACRES:
NA.22

Quality Level

100

assay

95%

form

liquid

autoignition temp.

984 °F

refractive index

n20/D 1.615 (lit.)

bp

240-243 °C (lit.)

mp

−22 °C (lit.)

density

1.001 g/mL at 25 °C (lit.)

SMILES string

Cc1cccc2ccccc12

InChI

1S/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3

InChI key

QPUYECUOLPXSFR-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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Application

1-Methylnaphthalene can be used in:
  • The synthesis of various polycyclic aromatic hydrocarbons (PAHs), including naphtho[a]carbazoles and naphthopyrones.
  • The preparation of 1-methylnaphthalene based tocainide analog as skeletal muscle voltage-gated sodium channel blocker.
  • The synthesis of aminobenzoyl-2-hydroxy-1-naphthyl hydrazine, a potential HIV reverse-transcriptase-DNA-polymerase inhibitor (RTI).

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Asp. Tox. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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A versatile synthesis of annulated carbazole analogs involving a domino reaction of bromomethylindoles with arenes/heteroarenes.
Dhayalan V, et al.
European Journal of Organic Chemistry, 2009(4), 531-546 (2009)
From 1-Methylnaphthalene to Aminobenzoyl-2-Hydroxy-1-naphthyl hydrazone.
Genov K and Nikolova D
Journal of the University of Chemical Technology and Metallurgy, 44(3), 281-285 (2009)
N-Aryl-2, 6-dimethylbenzamides, a new generation of tocainide analogues as blockers of skeletal muscle voltage-gated sodium channels.
Muraglia M, et al.
Journal of Medicinal Chemistry, 57(6), 2589-2600 (2014)
A concise synthesis of novel naphtho [a] carbazoles and benzo [c] carbazoles.
Pathak R, et al.
Tetrahedron, 62(12), 2820-2830 (2006)
Pigments of marine animals. XII. The synthesis of certain substituted naphthopyrones related to crinoid pigments.
Rideout JA, et al.
Australian Journal of Chemistry, 29(5), 1087-1098 (1976)
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