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)

Safety Information

Hazard Codes 

T,N

Risk Statements 

25-51/53

Safety Statements 

45-61

HS Code 

2914500090

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

4'-Hydroxy-3'-methoxypropiophenone(1835-14-9)Related Product Information

• CHLOROPHOSPHONAZO III
• Citric acid monohydrate
• 1-Bromo-1-phenyl-2-propanone
• 2-CHLORO-3' 4'-DIMETHOXYBENZIL 97
• CINOXACIN
• Ethyl 3,4,5-trimethoxybenzoylacetate
• CI 15511
• Propiophenone
• 5,6-Dimethoxy-1-indanone
• 3′,4′-(Methylenedioxy)propiophenone
• 4',6,7-Trimethoxyisoflavone
• Glycitein
• Cryptopine
• 4-(3,4-DIMETHOXYPHENYL)-4-OXOBUTYRIC ACID
• Oxolinic acid
• Methoxypropiophenone
• 4'-Hydroxypropiophenone
• Protopine