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HomeProduct name list4'-Hydroxy-3'-methoxypropiophenone

4'-Hydroxy-3'-methoxypropiophenone

4'-Hydroxy-3'-methoxypropiophenone Structural

What is 4'-Hydroxy-3'-methoxypropiophenone?

The Uses of 4'-Hydroxy-3'-methoxypropiophenone

1-(4-Hydroxy-3-methoxyphenyl)-1-propanone is a derivative of Guaiacol, a precursor to various flavorants, such as eugenol and vanillin.

Preparation

Preparation by Fries rearrangement of 2-methoxyphenyl propionate, (b.p.20 140–143°)
with aluminium chloride in nitrobenzene, first at 60–80° for 1 h, then at r.t. overnight, at 60° for 1 h or at 50° for 5 h (44%) ;
with aluminium chloride (2 mol) in nitromethane at r.t. for 24 h (65%)
with aluminium chloride in carbon disulfide
with titanium tetrachloride (2 mol) in nitromethane at r.t. for 24 h (62%)
with stannic chloride (2 mol) in nitromethane at r.t. for 24 h (69%)
with antimony pentachloride (2 mol) in nitromethane at r.t. for 24 h (28%) with formation of important tars.

Synthesis Reference(s)

The Journal of Organic Chemistry, 15, p. 227, 1950 DOI: 10.1021/jo01148a001

Properties of 4'-Hydroxy-3'-methoxypropiophenone

Melting point: 61-62 °C
Boiling point: 180-185 °C(Press: 15 Torr)
Density  1.126±0.06 g/cm3(Predicted)
storage temp.  Sealed in dry,Room Temperature
solubility  DMSO (Slightly), Methanol (Slightly)
form  Solid
pka 8.92±0.31(Predicted)
color  White to Dark Beige
CAS DataBase Reference 1835-14-9(CAS DataBase Reference)
NIST Chemistry Reference 1-(4-hydroxy-3-methoxyphenyl)propanone(1835-14-9)
EPA Substance Registry System 1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)- (1835-14-9)

Safety information for 4'-Hydroxy-3'-methoxypropiophenone

Computed Descriptors for 4'-Hydroxy-3'-methoxypropiophenone

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