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423742

Sigma-Aldrich

3,5-Dimethoxytoluene

98%

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

Quality Level

assay

98%

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

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).

Packaging

1 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK Germany

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

Certificate of Analysis

Certificate of Origin

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)
The Unusual Characteristics of the Aerobic Oxidation of 3, 4-Dimethoxytoluene with Metal/Bromide Catalysts.
Partenheimer W.
Advanced Synthesis & Catalysis, 346(12), 1495-1500 (2004)
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)
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...
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...

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