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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:
Molecular Weight:
168.19
Beilstein/REAXYS Number:
1307993
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Shuiqin Wu et al.
Plant physiology, 135(1), 95-102 (2004-05-04)
1,3,5-Trimethoxybenzene is a key component of the Chinese rose odor. This compound is synthesized in three successive methylation steps from phloroglucinol, the initial precursor. A novel, to our knowledge, phloroglucinol O-methyltransferase (POMT) characterized here methylates the first step to produce
O Chassany et al.
Alimentary pharmacology & therapeutics, 25(9), 1115-1123 (2007-04-19)
Abdominal pain is the predominant symptom in irritable bowel syndrome patients. Phloroglucinol and its methylated derivative are antispasmodic agents acting on smooth muscle. To evaluate the efficacy of phloroglucinol/trimethylphloroglucinol on pain intensity during an acute exacerbation of pain of irritable
Xichen Cai et al.
The journal of physical chemistry. A, 111(22), 4743-4747 (2007-05-08)
Bimolecular hole transfer quenching of the 1,3,5-trimethoxybenzene radical cation (TMB*+) in the excited state (TMB*+*) by hole quenchers (Q) such as biphenyl (Bp), naphthalene (Np), anisole (An), and benzene (Bz) with higher oxidation potentials than that of TMB was directly

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