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162841

Sigma-Aldrich

2-Methyl-1-naphthol

98%

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About This Item

Linear Formula:
CH3C10H6OH
CAS Number:
7469-77-4
Molecular Weight:
158.20
EC Number:
231-265-2
MDL number:
MFCD00003964
UNSPSC Code:
12352100
PubChem Substance ID:
24850008
NACRES:
NA.22

assay

98%

form

solid

mp

64-66 °C (lit.)

storage temp.

−20°C

SMILES string

Cc1ccc2ccccc2c1O

InChI

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

Inchi Key

SRJCJJKWVSSELL-UHFFFAOYSA-N

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General description

2-Methyl-1-naphthol undergoes oxidation with molecular oxygen to yield 2-methyl-1,4-naphthoquinone. Mechanism of selective oxidation of 2-methyl-1-naphthol with H2O2 catalyzed by titanium single-site catalysts, TiO2-SiO2 aerogel and mesostructured hydrothermally stable titanium-silicate has been investigated by EPR spectroscopic technique.

Application

2-Methyl-1-naphthol was used in selective synthesis of vitamin K3 via liquid-phase oxidation using NbSBA-15 catalyst.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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Oxana A Kholdeeva et al.
The journal of physical chemistry. B, 115(42), 11971-11983 (2011-09-15)
Oxidation of 2-methyl-1-naphthol (MNL) with molecular oxygen proceeds efficiently under mild reaction conditions (3 atm O(2), 60-80 °C) in the absence of any catalyst or sensitizer and produces 2-methyl-1,4-naphthoquinone (MNQ, menadione, or vitamin K(3)) with selectivity up to 80% in
EPR study on the mechanism of H2O2-based oxidation of alkylphenols over titanium single-site catalysts.
Zalomaeva OV, et al.
J. Mol. Catal. A: Chem., 277(1), 185-192 (2007)
M Selvaraj et al.
Dalton transactions (Cambridge, England : 2003), 41(32), 9633-9638 (2012-07-17)
Well hexagonally ordered NbSBA-15 catalysts synthesized by an efficient hydrothermal method were used, for the first time, for the selective synthesis of vitamin K(3) by liquid-phase oxidation of 2-methyl-1-naphthol (2MN1-OH) under various reaction conditions. The recyclable NbSBA-15 catalysts were also

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