| Identification | More | [Name]
4'-Hydroxy-3'-methoxypropiophenone | [CAS]
1835-14-9 | [Synonyms]
1-(4-hydroxy-3-methoxyphenyl)-1-propanone
1-(4-HYDROXY-3-METHOXY-PHENYL)-PROPAN-1-ONE
3-METHOXY-4-HYDROXYPROPIOPHENONE
4-HYDROXY-3-METHOXYPROPIOPHENONE
PROPIOVANILLONE
1-(4-Hydroxy-3-methoxyphenyl)-1-propanone (propiovanillone)
Propioguaiacone
Propiophenone, 4'-hydroxy-3'-methoxy | [Molecular Formula]
C10H12O3 | [MDL Number]
MFCD00482070 | [Molecular Weight]
180.2 | [MOL File]
1835-14-9.mol |
| Hazard Information | Back Directory | [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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