O,O,O-1,3,5-Trimethylresorcin Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R22:Gesundheitssch?dlich beim Verschlucken.
R20/21/22:Gesundheitssch?dlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-S?tze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
white to cream crystalline powder. Insoluble in water.
Verwenden
1,3,5-Trimethoxybenzene is a major scent component of the Chinese rose odour. 1,3,5-Trimethoxybenzene is also a useful synthetic intermediate and is used to synthesize triaryl- and triheteroarylmethanes.
Definition
ChEBI: 1,3,5-trimethoxybenzene is a methoxybenzene carrying methoxy groups at positions 1, 3 and 5. It has been found to be a biomarker of flavonoid consumption in humans. It has a role as a biomarker and a human xenobiotic metabolite.
Reaktionen
1,3,5-Trimethoxybenzene is the main component of the Leaf Oil of Eugenia confusa and is also a commonly used chemical reagent in organic synthesis. It can be used in the following reactions:
(1) Friedel–Crafts reaction: In this reaction, 4,5-dichlorocyclopent-4-ene-1,3-dione reacts with 1,3,5-trimethoxybenzene to synthesize 5-(2,4,6-trimethoxyphenyl)-4-chlorocyclopent-4-ene-1,3-dione, and also generates the disubstituted product 3,4-bis-(2,4,6-trimethoxyphenyl)-2-chlorocyclopent-2-ene-1-one
[1].
(2) Addition reaction: Using trifluoromethanesulfonic acid as a catalyst, 1,3,5-trimethoxybenzene can react with maleimide to undergo a 1,4-addition reaction to synthesize 3-(2,4,6-trimethoxyphenyl) succinimide. It can also undergo a 1,4-addition reaction with acrylates
[2].
(3) Nitration reaction: 1,3,5-Trimethoxybenzene can be nitrated with N2O5 in an organic solvent to prepare 1,3,5-trimethoxy-2,4,6-trinitrobenzene. However, this method is not very practical due to the side reactions of oxidation and coupling
[3].
Allgemeine Beschreibung
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.
Synthese
A solution of anhydrous phloroglucinol (6.3 g，0.05 mole) in dryacetone (100 ml) is refluxed for 6 hr under anhydrous conditions withdimethyl sulphate (15. 6 ml，20.8 g, 0.165 mole) in presence of ignitedpotassium carbonate (40 g).The mixture is filtered, and the inorganic saltswashed with hot acetone (2 × 20 ml). The combined acetone solution isdistilled and the residue macerated with crushed ice. It is extracted withether, the ether extracts washed with sodium hydroxide solution (5%),water，dried (sodium sulphate) and distilled. Yield 1,3,5-Trimethoxybenzene 6 g (71.4 %).M.p 52-3° (lit. m.p.52-53°).
Solubility in water
Insoluble
l?uterung methode
Sublime it under vacuum. [Beilstein 6 III 635, 6 IV 7362.]
O,O,O-1,3,5-Trimethylresorcin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
