138827
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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-673-4
Beilstein/REAXYS Number:
1307993
MDL number:
Product Name
1,3,5-Trimethoxybenzene, ReagentPlus®, ≥99%
InChI key
LKUDPHPHKOZXCD-UHFFFAOYSA-N
InChI
1S/C9H12O3/c1-10-7-4-8(11-2)6-9(5-7)12-3/h4-6H,1-3H3
SMILES string
COc1cc(OC)cc(OC)c1
product line
ReagentPlus®
assay
≥99%
form
solid
bp
255 °C (lit.)
mp
50-53 °C (lit.)
Quality Level
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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.
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.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
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Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
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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