1,3,5-trimethoxybenzene

phloroglucinol trimethyl ether

CAS: 621-23-8 C9 H12 O3 MW: 168.19224000

Identification

Name1,3,5-trimethoxybenzene
IUPAC1,3,5-trimethoxybenzene
CAS Number621-23-8
EINECS210-673-4
FDA UNII00VJI3VG3D
Molecular FormulaC9 H12 O3
Molecular Weight168.19224000
MDL NumberMFCD00008385
Nikkaji NumberJ6.831D
Beilstein1307993
XlogP32.00 (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

CosIngcosmetic data
Cosmetic Usesskin conditioning

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-mouse LD50 1480 mg/kg
Dermal Toxicitysubcutaneous-mouse LD50 2800 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycosmetic agents
Recommendation for 1,3,5-trimethoxybenzene usage levels up tonot for fragrance use.
Recommendation for 1,3,5-trimethoxybenzene flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

criuva parviflora jasminum officinale jasminum sambac ligustrum ovalifolium rosa chinensis

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 Cl₂, Cl₂O, 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.