138827

Sigma-Aldrich

1,3,5-Trimethoxybenzene

ReagentPlus®, ≥99%

Synonym(s):
Phloroglucinol trimethyl ether
Linear Formula:
C6H3(OCH3)3
CAS Number:
Molecular Weight:
168.19
Beilstein/REAXYS Number:
1307993
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

product line

ReagentPlus®

assay

≥99%

bp

255 °C (lit.)

mp

50-53 °C (lit.)

SMILES string

COc1cc(OC)cc(OC)c1

InChI

1S/C9H12O3/c1-10-7-4-8(11-2)6-9(5-7)12-3/h4-6H,1-3H3

InChI key

LKUDPHPHKOZXCD-UHFFFAOYSA-N

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General description

1,3,5-Trimethoxybenzene effectively cleaves p-methoxybenzyl protecting group on various alcohols and acids. It is the major scent compound present in Chinese rose species.

Application

1,3,5-Trimethoxybenzene was used to study the photodeoxygenation of 1,2-benzodiphenylene sulfoxide. It was employed as secondary standard in quantitative proton NMR spectroscopy of pharmaceuticals.

Packaging

10, 50, 250 g in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

22

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

A N Mayeno et al.
The Journal of biological chemistry, 264(10), 5660-5668 (1989-04-05)
Human eosinophils preferentially utilize bromide to generate a brominating agent, even at physiological halide concentrations, where chloride (140 mM) is over 1000-fold greater than bromide (20-100 microM). Under the same conditions, neutrophils use chloride to generate a chlorinating agent. The...
[Effects of liver disease and age on metabolism of trimethoxybenzene (author's transl)].
P Allain et al.
Therapie, 35(5), 591-595 (1980-09-01)
M Saeed Arayne et al.
Pakistan journal of pharmaceutical sciences, 18(4), 7-12 (2005-12-29)
A simple, sensitive, reliable, and rapid high-performance liquid chromatographic method for the simultaneous determination of phloroglucinol and trimethyl phloroglucinol has been developed. Acetonitrile-water (1:1 v/v) was used as mobile phase, with flow rate 2 ml/minutes. pH was adjusted to 3...
Xichen Cai et al.
The journal of physical chemistry. A, 111(10), 1788-1791 (2007-02-14)
One-electron oxidation of alcohols such as methanol, ethanol, and 2-propanol by 1,3,5-trimethoxybenzene radical cation (TMB*+) in the excited state (TMB*+*) was observed during the two-color two-laser flash photolysis. TMB*+ was formed by the photoinduced bimolecular electron-transfer reaction from TMB to...
Tao Fang et al.
Journal of the American Chemical Society, 134(17), 7545-7552 (2012-04-06)
The development of selectively protected monosaccharide building blocks that can reliably be glycosylated with a wide variety of acceptors is expected to make oligosaccharide synthesis a more routine operation. In particular, there is an urgent need for the development of...

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