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3,5-Dimethoxyphenol

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3,5-Dimethoxyphenol Basic information

Product Name:
3,5-Dimethoxyphenol
Synonyms:
  • PHLOROGLUCINOL DIMETHYL ETHER
  • 3,5-DIMETHOXYPHENOL
  • 1-Hydroxy-3,5-dimethoxybenzene
  • Taxicatigenin
  • 3,5-Dimethoxy Phenol, 98%min
  • 3,5-DIMETHYOXY PHENYL HYDROXIDE
  • Phenol, 3,5-dimethoxy-
  • Phloroglucinol Impurity 24
CAS:
500-99-2
MF:
C8H10O3
MW:
154.16
EINECS:
207-917-7
Product Categories:
  • Aromatic Ethers
  • Building Blocks
  • C6 to C8
  • Chemical Synthesis
  • Organic Building Blocks
  • Oxygen Compounds
  • Phenols
Mol File:
500-99-2.mol
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3,5-Dimethoxyphenol Chemical Properties

Melting point:
40-43 °C (lit.)
Boiling point:
172-175 °C/17 mmHg (lit.)
Density 
1.1690 (rough estimate)
refractive index 
1.4745 (estimate)
Flash point:
173 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka
pK1:9.345 (25°C)
form 
Liquid
color 
Clear colorless to orange-red to pale pink-brownish
Water Solubility 
Soluble in methanol, ethanol, benzene, water (slightly), and chloroform.
Sensitive 
Air & Light Sensitive
BRN 
1239156
InChIKey
XQDNFAMOIPNVES-UHFFFAOYSA-N
LogP
1.640
CAS DataBase Reference
500-99-2(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 3,5-dimethoxy-(500-99-2)
EPA Substance Registry System
Phenol, 3,5-dimethoxy- (500-99-2)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
10
Hazard Note 
Irritant
HS Code 
29095090

MSDS

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3,5-Dimethoxyphenol Usage And Synthesis

Chemical Properties

slightly pink to yellow crystalline powder

Uses

3,5-dimethoxyphenol is a marker for poisoning from Taxus baccata.

Uses

3,5-Dimethoxyphenol is a phenol derivative as antinitrosating agent.

Definition

ChEBI: 3,5-Dimethoxyphenol is a member of methoxybenzenes and a member of phenols.

Synthesis

Ethanethiol (1.25g, 1.5 ml, 0.02 mole) dissolved in N, N- dimethyl-formamide (20 ml) is added to a suspension of sodium hydride (1 g of 50%oil dispersion) in dry DMF (10 ml) under an atmosphere of nitrogen. The mixture is stirred for 5 min under anhydrous conditions. A solution of phloroglucinol trimethyl ether (1.14) (1 g,0.006 moles) in dry DMF (10 ml)is added, and the mixture is refluxed for 3 hr. The reaction mixture is cooled and acidified with hydrochloric acid (10%). It is extracted with ether(3 x 50 ml). The ether extract is washed with water and extracted with sodium hydroxide solution (5%). The clear alkaline extract is acidified with hydrochloric acid. The mixture is extracted with ether. The ether extract is washed with water, ried (anhydrous sodium sulphate), and drilled. 3,5-Dimethoxyphenol is obtained as an oil. Yield 0.9 g (98.1%).B.p.198-199°/30 mm.

Purification Methods

Purify the phenol by distillation followed by sublimation in a vacuum. [Beilstein 6 IV 7362.]

3,5-Dimethoxyphenol Preparation Products And Raw materials

Preparation Products

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