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Merck
CN

36715

2,6-Dimethylphenol

PESTANAL®, analytical standard

Synonym(s):

2-Hydroxy-m-xylene, vic.-m-Xylenol

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About This Item

Linear Formula:
(CH3)2C6H3OH
CAS Number:
576-26-1
Molecular Weight:
122.16
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755474
EC Number:
209-400-1
Beilstein/REAXYS Number:
1446677
MDL number:
MFCD00002240

Key Documents

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InChI key

NXXYKOUNUYWIHA-UHFFFAOYSA-N

InChI

1S/C8H10O/c1-6-4-3-5-7(2)8(6)9/h3-5,9H,1-2H3

SMILES string

Cc1cccc(C)c1O

grade

analytical standard

product line

PESTANAL®

autoignition temp.

1110 °F

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

203 °C (lit.)

mp

43-45 °C (lit.)

application(s)

agriculture
cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

format

neat

Quality Level

100

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General description

2,6-Dimethylphenol belongs to the class of phenols, commonly present in cigarette smoke and is a major toxic compound related to environmental and health issues.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

2,6-Dimethylphenol may be used as an analytical reference standard for the quantification of the analyte in mainstream cigarette smoke using gas chromatography coupled to mass spectrometry and high-performance liquid chromatography with fluorescence detection.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5695
BCBZ9070

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Gas chromatography/mass spectrometry versus liquid chromatography/fluorescence detection in the analysis of phenols in mainstream cigarette smoke
Moldoveanu.CS and Kiser M
Journal of Chromatography A, 1141(1), 90-97 (2007)
Tarek S Belal et al.
Journal of AOAC International, 91(4), 720-730 (2008-08-30)
Four simple, rapid, sensitive, and selective analytical procedures were developed for determination of mexiletine hydrochloride (MX) and/or its related substance: 2,6-dimethylphenol (DMP). The latter is a synthetic impurity for which a maximum pharmacopeial limit is defined. The first method depends
O Grech-Bélanger et al.
Research communications in chemical pathology and pharmacology, 58(1), 53-62 (1987-10-01)
A new metabolite, 2,6-dimethylphenol obtained by O-dealkylation of mexiletine by rabbit liver was identified. A g.c.-f.i.d. method was developed for its analysis in hepatic homogenates and some of the characteristics of the metabolic reaction were studied. Formation of 2,6-dimethylphenol is
E A Kemeleva et al.
Bioorganicheskaia khimiia, 34(4), 558-569 (2008-08-13)
Three new sulfur-containing derivatives of 2,6-dimethylphenol were synthesized. Their antioxidative activity, mutagenicity, and genotoxicity were examined by bacterial tests and by calculating the dominant lethal mutations in murine embryonic cells. It was shown that all the compounds synthesized have a
Tingting Li et al.
Talanta, 78(4-5), 1497-1502 (2009-04-14)
In the present work, a simple, selective, and sensitive method has been proposed for the determination of four phenols (catechol, resorcinol, 2,6-dimethylphenol, and 2,4,6-trinitrophenol) in water samples. The method is based on poly-(methacrylic acid-co-ethylene glycol dimethacrylate) monolith microextraction (PMME) and
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