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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

215.6 °F - closed cup

flash_point_c

102 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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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)
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)
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)
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)
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)

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