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Sigma-Aldrich

3,5-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

244 °C (lit.)

density

1.039 g/mL at 25 °C (lit.)

SMILES string

COc1cc(C)cc(OC)c1

InChI

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

InChI key

RIZBLVRXRWHLFA-UHFFFAOYSA-N

Related Categories

General description

3,5-Dimethoxytoluene (DMT) is a methoxylated phenolic derivative. It is reported to be one of the main constituent of the floral volatiles in different rose varieties. It has been biosynthesized from orcinol by two successive methylation catalyzed by O-methyltransferases (OMTs). The features of its aerobic oxidation with metal/bromide catalysts have been investigated.

Application

3,5-Dimethoxytoluene (DMT) may be used in the synthesis of 3,5-dimethoxybenzoic acid by oxidation and 2-methoxy-6-methyl-1,4-benzoquinone by catalytic oxidation with hydrogen peroxide (H2O2)/methyltrioxorhenium (CH3ReO3) in dimethyl carbonate (DMC).

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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Gabriel Scalliet et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(15), 5927-5932 (2008-04-17)
The phenolic methyl ether 3,5-dimethoxytoluene (DMT) is a major scent compound of many modern rose varieties, and its fragrance participates in the characteristic "tea scent" that gave their name to Tea and Hybrid Tea roses. Among wild roses, phenolic methyl
Feng Zhang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 29(5), 411-413 (2005-02-15)
To establish a method for GC fingerprint determination of the chemical constituents in Herba Asari. GC and GC-MS were used to optimize the fingerprint determination method, and identify the main peaks in the GC fingerprint. A preferable method for GC
Studies in the biochemistry of micro-organisms: Synthesis of catenarin (1:4:5:7-tetrahydroxy-2-methylanthraquinone), a metabolic product of species of Helminthosporium.
W K Anslow et al.
The Biochemical journal, 35(8-9), 1006-1010 (1941-09-01)
Noa Lavid et al.
Plant physiology, 129(4), 1899-1907 (2002-08-15)
Rose (Rosa hybrida) flowers produce and emit a diverse array of volatiles, characteristic to their unique scent. One of the most prominent compounds in the floral volatiles of many rose varieties is the methoxylated phenolic derivative 3,5-dimethoxytoluene (orcinol dimethyl ether).
Dimethyl carbonate: an environmentally friendly solvent for hydrogen peroxide (H2O2)/methyltrioxorhenium (CH3ReO3, MTO) catalytic oxidations.
Bernini R, et al.
Tetrahedron, 63(29), 6895-6900 (2007)

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