1,3,5-trimethoxybenzene
phloroglucinol trimethyl ether
Identification
| Name | 1,3,5-trimethoxybenzene |
| IUPAC | 1,3,5-trimethoxybenzene |
| CAS Number | 621-23-8 |
| EINECS | 210-673-4 |
| FDA UNII | 00VJI3VG3D |
| Molecular Formula | C9 H12 O3 |
| Molecular Weight | 168.19224000 |
| MDL Number | MFCD00008385 |
| Nikkaji Number | J6.831D |
| Beilstein | 1307993 |
| XlogP3 | 2.00 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 54.00 to 55.00 °C. @ 760.00 mm Hg |
| Boiling Point | 255.00 to 256.00 °C. @ 760.00 mm Hg, 257.00 to 258.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.024000 mmHg @ 25.00 °C. (est) |
| Flash Point | 186.00 °F. TCC ( 85.60 °C. ) (est) |
| logP (o/w) | 1.605 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | skin conditioning |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-mouse LD50 1480 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 2800 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | cosmetic agents |
| Recommendation for 1,3,5-trimethoxybenzene usage levels up to | not for fragrance use. |
| Recommendation for 1,3,5-trimethoxybenzene flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
benzene, 1,3,5-trimethoxy-
phloroglucinol trimethyl ether
1,3,5-
tri methoxy benzene
1,3,5-
trimethoxy benzene
1,3,5-
trimethoxybenzol
O,O,O-1,3,5-
trimethyl resorcinol
O,O,O-1,3,5-
trimethylresorcinol
PubMed:
Quantitative NMR: an applicable method for quantitative analysis of medicinal plant extracts and herbal products.
PubMed:
Leaf essential oil composition of three species of Myrcianthes from Monteverde, Costa Rica.
PubMed:
Two O-methyltransferases isolated from flower petals of Rosa chinensis var. spontanea involved in scent biosynthesis.
PubMed:
Thermally assisted hydrolysis and methylation of purified tannins from plants.
PubMed:
The key role of phloroglucinol O-methyltransferase in the biosynthesis of Rosa chinensis volatile 1,3,5-trimethoxybenzene.
PubMed:
Three new ursane-type triterpenoids from the stems of Saprosma merrillii.
PubMed:
Use and qualification of primary and secondary standards employed in quantitative (1)H NMR spectroscopy of pharmaceuticals.
PubMed:
Clinical trials in irritable bowel syndrome: a review.
PubMed:
Silver(I)-catalyzed deprotection of p-methoxybenzyl ethers: a mild and chemoselective method.
PubMed:
Quantitative NMR: an applicable method for quantitative analysis of medicinal plant extracts and herbal products.
PubMed:
Stereoselective assembly of complex oligosaccharides using anomeric sulfonium ions as glycosyl donors.
PubMed:
Assessing the reactivity of free chlorine constituents Clâ, ClâO, and HOCl toward aromatic ethers.
PubMed:
Stereoselective glycosylations using oxathiane spiroketal glycosyl donors.
PubMed:
Solvolyses of benzoyl chlorides in weakly nucleophilic media.
PubMed:
Trimethoxybenzene complexes of pentafluorophenylchlorocarbene.
PubMed:
Studies of microwave-enhanced Suzuki-Miyaura vinylation of electron-rich sterically hindered substrates utilizing potassium vinyltrifluoroborate.
PubMed:
Synthesis and antitumor activity of diterpenylhydroquinone derivatives of natural ent-labdanes.
PubMed:
A carbene-carbene complex equilibrium.
PubMed:
Synthesis and biological evaluation of a novel series of 2,2-bisaminomethylated aurone analogues as anti-inflammatory and antimicrobial agents.
PubMed:
Diffusion technique for the generation of gaseous halogen standards.
PubMed:
Solvation of dichlorocarbene: complexation with aryl ethers.
PubMed:
A metabolite profiling approach to identify biomarkers of flavonoid intake in humans.
PubMed:
Ozonolysis of lignin models in aqueous solution: anisole, 1,2-dimethoxybenzene, 1,4-dimethoxybenzene, and 1,3,5-trimethoxybenzene.
PubMed:
Development of a coupled diffusion denuder system combined with gas chromatography/mass spectrometry for the separation and quantification of molecular iodine and the activated iodine compounds iodine monochloride and hypoiodous acid in the marine atmosphere.
PubMed:
Total synthesis of wasabidienones B1 and B0 via SIBX-mediated hydroxylative phenol dearomatization.
PubMed:
A denuder-impinger system with in situ derivatization followed by gas chromatography-mass spectrometry for the determination of gaseous iodine-containing halogen species.
PubMed:
C3 vanadium(V) amine triphenolate complexes: vanadium haloperoxidase structural and functional models.
PubMed:
Leaf essential oil composition of three species of Myrcianthes from Monteverde, Costa Rica.
PubMed:
Validation of a quantitative NMR method for suspected counterfeit products exemplified on determination of benzethonium chloride in grapefruit seed extracts.
PubMed:
Bimolecular hole transfer from the trimethoxybenzene radical cation in the excited state.
PubMed:
Acute exacerbation of pain in irritable bowel syndrome: efficacy of phloroglucinol/trimethylphloroglucinol. A randomized, double-blind, placebo-controlled study.
PubMed:
One-electron oxidation of alcohols by the 1,3,5-trimethoxybenzene radical cation in the excited state during two-color two-laser flash photolysis.
PubMed:
The behavior of exciplex decay processes and interplay of radiationless transition and preliminary reorganization mechanisms of electron transfer in loose and tight pairs of reactants.
PubMed:
Facile synthesis of 1,3,7-trihydroxyxanthone and its regioselective coupling reactions with prenal: simple and efficient access to osajaxanthone and nigrolineaxanthone F.
PubMed:
Thermally assisted hydrolysis and methylation of purified tannins from plants.
PubMed:
Control of extremely fast competitive consecutive reactions using micromixing. Selective Friedel-Crafts aminoalkylation.
PubMed:
Synthesis, characterization, and PGSE (1H and 19F) NMR diffusion studies on cationic (eta6- arene)Mn(CO)3+ complexes: boron counterion, ion pairing, and solvent dependences.
PubMed:
The key role of phloroglucinol O-methyltransferase in the biosynthesis of Rosa chinensis volatile 1,3,5-trimethoxybenzene.
PubMed:
The antimicrobial activity of Aspergillus fumigatus is enhanced by a pool of bacteria.
PubMed:
Biosynthesis of the major scent components 3,5-dimethoxytoluene and 1,3,5-trimethoxybenzene by novel rose O-methyltransferases.
PubMed:
Reactions of N-methyl-N-(4-biphenylyl)nitrenium ion with electron-rich arenes: laser flash photolysis and product studies.
PubMed:
Metallocyclic receptors with Re(I)/Os(II)-based moieties: molecular photophysics and selective molecular sensing.
PubMed:
[Fever and pregnancy].
PubMed:
Eosinophils preferentially use bromide to generate halogenating agents.
PubMed:
Practical preparation and deblocking conditions for N-alpha-(2-(p-biphenylyl)-2-propyloxycarbonyl)-amino acid (N-a-Bpoc-Xxx-OH) derivatives.
PubMed:
[Spasfon].
PubMed:
Aromatic and heterocyclic 1-C-substituted derivatives of 1,5-anhydro-D-glucitol.
PubMed:
Assessment of chlorination by human neutrophils.
PubMed:
[Spasfon].
PubMed:
[Effects of liver disease and age on metabolism of trimethoxybenzene (author's transl)].
PubMed:
High-performance liquid chromatographic analysis of penicillin V benzathine oral suspensions.
PubMed:
Determination of buflomedil hydrochloride [2',4',6'-trimethoxy-4-(pyrrolidinyl)butyrophenone hydrochloride] by reversed-phase ion-pair high-performance liquid chromatography.
PubMed:
Microdetermination of nitrates and nitrites in saliva, blood, water, and suspended particulates in air by gas chromatography.