162841

Sigma-Aldrich

2-Methyl-1-naphthol

98%

Linear Formula:
CH3C10H6OH
CAS Number:
Molecular Weight:
158.20
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

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.

Packaging

1 g in glass bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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