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138827

Sigma-Aldrich

1,3,5-Trimethoxybenzene

ReagentPlus®, ≥99%

Synonym(s):

Phloroglucinol trimethyl ether

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10 G
CN¥348.36
50 G
CN¥1,064.22
250 G
CN¥4,222.09

CN¥348.36

Available to ship onApril 16, 2025Details

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10 G
CN¥348.36
50 G
CN¥1,064.22
250 G
CN¥4,222.09

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

CN¥348.36

Available to ship onApril 16, 2025Details

Request a Bulk Order

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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1 of 4

This Item
74599T68802126306
1,3,5-Trimethoxybenzene ReagentPlus®, ≥99%

138827

1,3,5-Trimethoxybenzene

1,3,5-Trimethoxybenzene TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

74599

1,3,5-Trimethoxybenzene

1,2,4-Trimethoxybenzene 97%

T68802

1,2,4-Trimethoxybenzene

1,3-Dimethoxybenzene ≥98%

126306

1,3-Dimethoxybenzene

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

mp

50-53 °C (lit.)

mp

50-53 °C (lit.)

mp

-

mp

-

form

solid

form

-

form

-

form

liquid

bp

255 °C (lit.)

bp

255 °C (lit.)

bp

247 °C (lit.)

bp

85-87 °C/7 mmHg (lit.)

product line

ReagentPlus®

product line

TraceCERT®

product line

-

product line

-

General description

1,3,5-Trimethoxybenzene effectively cleaves p-methoxybenzyl protecting group on various alcohols and acids[1]. It is the major scent compound present in Chinese rose species[2].

Application

1,3,5-Trimethoxybenzene was used to study the photodeoxygenation of 1,2-benzodiphenylene sulfoxide[3]. It was employed as secondary standard in quantitative proton NMR spectroscopy of pharmaceuticals[4].

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
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    WXBF5165V
    WXBF2935V
    WXBF2557V
    WXBF3687V
    WXBF1210V

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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
    View All Related Papers

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