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Merck

302880

2-Methoxy-4-methylphenol

≥98%

Synonym(s):

2-Hydroxy-5-methylanisole, 2-Methoxy-p-cresol, 4-Hydroxy-3-methoxytoluene, 4-Methylguaiacol, Creosol

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About This Item

Linear Formula:
CH3OC6H3(CH3)OH
CAS Number:
93-51-6
Molecular Weight:
138.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24858279
EC Number:
202-252-9
Beilstein/REAXYS Number:
1862340
MDL number:
MFCD00002378
Assay:
≥98%
Form:
liquid

Key Documents

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InChI key

PETRWTHZSKVLRE-UHFFFAOYSA-N

InChI

1S/C8H10O2/c1-6-3-4-7(9)8(5-6)10-2/h3-5,9H,1-2H3

SMILES string

COc1cc(C)ccc1O

assay

≥98%

form

liquid

refractive index

n20/D 1.537 (lit.)

bp

221-222 °C (lit.)

mp

5 °C (lit.)

density

1.092 g/mL at 25 °C (lit.)

Quality Level

200

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General description

2-Methoxy-4-methylphenol is the major component of black-ripe table olive aroma. It is the major anti-inflammatory compound in bamboo vinegar. Kinetics of reaction of 2-methoxy-4-methylphenol with chlorine atoms was studied.

Application

2-Methoxy-4-methylphenol was used in preparation of renewable bis(cyanate) esters.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS0009
SHBQ1615
SHBN4606
SHBM4125
SHBL2350

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Angelina Sansone-Land et al.
Food chemistry, 149, 285-295 (2013-12-04)
Volatile constituents of commercial black-ripe table olives (Olea europaea) from the United States, Spain, Egypt and Morocco were analysed by gas chromatography and gas chromatography-mass spectrometry (GC-MS). Dynamic headspace sampling was used to isolate a variety of aldehydes, alcohols, esters
Heather A Meylemans et al.
Biomacromolecules, 14(3), 771-780 (2013-01-18)
A series of renewable bis(cyanate) esters have been prepared from bisphenols synthesized by condensation of 2-methoxy-4-methylphenol (creosol) with formaldehyde, acetaldehyde, and propionaldehyde. The cyanate esters have been fully characterized by infrared spectroscopy, (1)H and (13)C NMR spectroscopy, and single crystal
Amélie Lauraguais et al.
The journal of physical chemistry. A, 118(10), 1777-1784 (2014-02-28)
The reaction of a series of oxygenated aromatics (two methoxybenzene and six methoxyphenol isomers) with chlorine atoms has been studied in two simulation chambers with volumes of 1080 and 480 L at the University of Wuppertal. Experiments were performed at
Chen-Lung Ho et al.
PloS one, 8(10), e75738-e75738 (2013-10-15)
Bamboo vinegar (BV), a natural liquid derived from the condensation produced during bamboo charcoal production, has been used in agriculture and as a food additive, but its application to immune modulation has not been reported. Here, we demonstrated that BV
Day-Shin Hsu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(10), 3121-3131 (2010-02-02)
An efficient and short entry to polyfunctionalized linear triquinanes from 2-methoxyphenols is described by utilizing the following chemistry. The Diels-Alder reactions of masked o-benzoquinones, derived from 2-methoxyphenols, with cyclopentadiene afford tricyclo[5.2.2.0(2,6)]undeca-4,10-dien-8-ones. Photochemical oxa-di-pi-methane (ODPM) rearrangements and 1,3-acyl shifts of the
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