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138827

Sigma-Aldrich

1,3,5-Trimethoxybenzene

ReagentPlus®, ≥99%

Synonym(s):

Phloroglucinol trimethyl ether

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About This Item

Linear Formula:
C6H3(OCH3)3
CAS Number:
621-23-8
Molecular Weight:
168.19
Beilstein:
1307993
EC Number:
210-673-4
MDL number:
MFCD00008385
UNSPSC Code:
12352100
PubChem Substance ID:
24848368
NACRES:
NA.22

product line

ReagentPlus®

Assay

≥99%

form

solid

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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
Nicolas Kern et al.
The Journal of organic chemistry, 77(20), 9227-9235 (2012-09-26)
The p-methoxybenzyl protecting group (PMB) on various alcohols and an acid was efficiently and selectively cleaved by the action of a catalytic amount of silver(I) hexafluoroantimonate combined with 0.5 equiv of 1,3,5-trimethoxybenzene in dichloromethane at 40 °C.
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
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