4-METHOXYRESORCINOL Chemical Properties

Melting point:

66 °C

Boiling point:

123-125 °C(Press: 1.5 Torr)

Density 

1.270±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

9.76±0.10(Predicted)

color 

Very Dark Red to Very Dark Brown

Safety Information

HazardClass 

IRRITANT

HS Code 

2902900000

4-METHOXYRESORCINOL Usage And Synthesis

Chemical Properties

Yellow Oil

Uses

4-Methoxyresorcinol (cas# 6100-60-3) is a compound useful in organic synthesis.

Definition

ChEBI: 4-methoxybenzene-1,3-diol is a member of phenols and a member of methoxybenzenes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 26, p. 1215, 1961 DOI: 10.1021/jo01063a056

Synthesis

Isovanillin (3-hydroxy-4-methoxybenzaldehyde) (10 g, 0.066 mole) isdissolved in dry chloroform (100 ml) and the solution cooled to 0°.Performic acid (obtained as given in 1.36) (50 ml) is added dropwise to thevigorously stirred solution.Addition of performic acid is stopped as soon asan aliquot showed the absence of isovanillin on TLC. The mixture isstirred for 3 hr and the solvent removed in vacuo.The residue consisting ofthe formate of isovanillin is treated with alcoholic potassium hydroxidesolution (10%) till the solution is alkaline.Finally, the reaction mixture isrefluxed for 1 hr with a solution of potassium hydroxide (10%，100 ml) inaqueous ethanol (80%). The solvent is removed in vacuo and theremaining solution is acidified with dilute hydrochloric acid.It is extractedwith ether (4 × 100 ml). The ether extract is dried (anhydrous sodiumsulphate) and distilled. 4-Methoxyresorcinol is obtained as an oil. Yield 7 g(76%),b.p.132-5/4 mm.It solidifies on cooling, m.p. 66-7°.

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