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1,3,5-Trimethoxybenzene

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1,3,5-Trimethoxybenzene Basic information

Product Name:
1,3,5-Trimethoxybenzene
Synonyms:
  • 1,3,5-Trimethoxybenzene Vetec(TM) reagent grade, 98%
  • PHLOROGLUCINOL TRIMETHYL ETHER
  • TRISMETHOXYBENZENE
  • 1,3,5-TriMethoxybenzene ReagentPlus(R), >=99%
  • 1,3,5-Methoxybenzene
  • 1,3,5-TriMetho
  • 1,3,5-trimethoxy-benzen
  • 1,3,5-Trimethyoxybenzene
CAS:
621-23-8
MF:
C9H12O3
MW:
168.19
EINECS:
210-673-4
Product Categories:
  • Benzene derivates
  • Aromatic Ethers
  • ACTIVE PHARMACEUTICAL INGREDIENTS
  • 621-23-8
  • API
Mol File:
621-23-8.mol
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1,3,5-Trimethoxybenzene Chemical Properties

Melting point:
50-53 °C (lit.)
Boiling point:
255 °C (lit.)
Density 
1,126g/cm
refractive index 
1,533
Flash point:
186 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
methanol: 0.1 g/mL, clear, colorless
form 
Crystalline Powder
color 
White to cream
Water Solubility 
insoluble
BRN 
1307993
InChIKey
LKUDPHPHKOZXCD-UHFFFAOYSA-N
LogP
1.605 (est)
CAS DataBase Reference
621-23-8(CAS DataBase Reference)
NIST Chemistry Reference
1,3,5-Trimethoxybenzene(621-23-8)
EPA Substance Registry System
1,3,5-Trimethoxybenzene (621-23-8)
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Safety Information

Hazard Codes 
Xn,F
Risk Statements 
22-20/21/22
Safety Statements 
24/25-36-26
RIDADR 
1325
WGK Germany 
3
RTECS 
DC2810000
Hazard Note 
Flammable Solid/Harmful
TSCA 
Yes
HazardClass 
4.1
PackingGroup 
III
HS Code 
29093090

MSDS

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1,3,5-Trimethoxybenzene Usage And Synthesis

Chemical Properties

white to cream crystalline powder. Insoluble in water.

Uses

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.

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.

Synthesis

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 organics

Soluble in Methanol, Ether, Ethanol, Benzene.

Solubility in water

Insoluble

Purification Methods

Sublime it under vacuum. [Beilstein 6 III 635, 6 IV 7362.]

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