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423262

Sigma-Aldrich

2,5-Dimethoxytoluene

98%

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About This Item

Linear Formula:
CH3C6H3(OCH3)2
CAS Number:
Molecular Weight:
152.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.522 (lit.)

bp

218-220 °C/751 mmHg (lit.)

density

1.049 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(OC)c(C)c1

InChI

1S/C9H12O2/c1-7-6-8(10-2)4-5-9(7)11-3/h4-6H,1-3H3

InChI key

IQISOVKPFBLQIQ-UHFFFAOYSA-N

General description

2,5-Dimethoxytoluene (1,4-dimethoxy-2-methyl benzene) is a methoxy methyl benzene derivative. It has been synthesized from 2-methylhydroquinone. It is one of the volatile constituents identified from beechwood creosote and Tuber brumale species. It is reported to be one of the thermochemolysis products in Delaware bay particles and dissolved organic matters.

Application

2,5-Dimethoxytoluene may be used as a reagent in the synthesis of 2,5-dimethoxy-4-methylbenzaldehyde-7-14C. Its IR spectrum has been used to establish the methyl group migration in the acid catalyzed rearrangement of 4-methoxy-4-methylcyclohexadienone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

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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Terrigenous dissolved organic matter along an estuarine gradient and its flux to the coastal ocean.
Mannino A and Harvey HR.
Organic Geochemistry, 31(12), 1611-1625 (2000)
Cyclohexadienyl cations. IV. Methoxy substituent effects in the dienone-phenol rearrangement.
Vitullo VP and Logue EA.
The Journal of Organic Chemistry, 37(21), 3339-3342 (1972)
Stereochemical aspects and metabolite formation in the in vivo metabolism of the psychotomimetic amine, 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane.
S B Matin et al.
Journal of medicinal chemistry, 17(8), 877-882 (1974-08-01)
Comparison of the fragrance constituents of Tuber aestivum and Tuber brumale gathered in Hungary.
Kiss M, et al.
Journal of Applied Botany and Food Quality, 84(1), 102-102 (2012)
Antioxidant activity and characterization of volatile constituents of beechwood creosote.
Lee KG, et al.
Journal of the Science of Food and Agriculture, 85(9), 1580-1586 (2005)

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