Basic information Safety Supplier Related

4'-Hydroxy-3'-methoxypropiophenone

Basic information Safety Supplier Related

4'-Hydroxy-3'-methoxypropiophenone Basic information

Product Name:
4'-Hydroxy-3'-methoxypropiophenone
Synonyms:
  • 3-METHOXY-4-HYDROXYPROPIOPHENONE
  • 4-HYDROXY-3-METHOXYPROPIOPHENONE
  • PROPIOVANILLONE
  • 1-(4-Hydroxy-3-methoxyphenyl)-1-propanone (propiovanillone)
  • Propioguaiacone
  • Propiophenone, 4'-hydroxy-3'-methoxy
  • 1-(4-hydroxy-3-methoxyphenyl)-1-propanone
  • 1-(4-HYDROXY-3-METHOXY-PHENYL)-PROPAN-1-ONE
CAS:
1835-14-9
MF:
C10H12O3
MW:
180.2
Product Categories:
  • Aromatic Propiophenones (substituted)
Mol File:
1835-14-9.mol
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4'-Hydroxy-3'-methoxypropiophenone Chemical Properties

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
LogP
2.020 (est)
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)
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Safety Information

Hazard Codes 
T,N
Risk Statements 
25-51/53
Safety Statements 
45-61
HS Code 
2914500090
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4'-Hydroxy-3'-methoxypropiophenone Usage And Synthesis

Uses

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

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