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
Beilstein/REAXYS Number:
1307993
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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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[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)
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
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.
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
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