2',4'-dihydroxybutyrophenone Chemical Properties

Melting point:

73 °C

Boiling point:

338.5±12.0 °C(Predicted)

Density 

1.194±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

7.72±0.35(Predicted)

color 

white powder

InChI

InChI=1S/C10H12O3/c1-2-3-9(12)8-5-4-7(11)6-10(8)13/h4-6,11,13H,2-3H2,1H3

InChIKey

IWADIQGGJLCBRK-UHFFFAOYSA-N

SMILES

C(C1=CC=C(O)C=C1O)(=O)CCC

2',4'-dihydroxybutyrophenone Usage And Synthesis

Definition

ChEBI: 1-(2,4-Dihydroxyphenyl)-1-butanone is an aromatic ketone.

Synthesis

To a 2.0 L four-neck flask was added 165.0 g of resorcinol (1.5 mol) followed by 1.0 L of toluene as a solvent. Under stirring conditions, 158.6 g (1.8 mol) of n-butyric acid was slowly added, followed by 245.3 g (1.8 mol) of zinc chloride as a catalyst. The reaction mixture was heated to reflux while the water generated during the reaction was separated by means of a water separator. The reaction process was monitored by gas chromatography (GC) until the reaction was completed. Upon completion of the reaction, the zinc catalyst was first removed and then the organic phase was washed sequentially with water and saturated sodium bicarbonate solution for purification. Finally, 241.5 g of 4-butyrylresorcinol was obtained by concentrating the organic phase in 89.3% yield.

References

[1] Patent: CN107805186, 2018, A. Location in patent: Paragraph 0024; 0025
[2] Yakugaku Zasshi, 1954, vol. 74, p. 836
[3] Chem.Abstr., 1955, p. 9556
[4] Archiv der Pharmazie (Weinheim, Germany), 1955, vol. 288, p. 102,107,108
[5] Yakugaku Zasshi, 1954, vol. 74, p. 836

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