7451-98-1

Basic information

• Product Name: 3',4'-DIHYDROXYPROPIOPHENONE
• Synonyms: 1-(3,4-dihydroxyphenyl)-1-propanon;3’,4’-dihydroxy-propiophenon;3',4'-DIHYDROXYPROPIOPHENONE;3,4-DIHYDROXYPROPIOPHENONE;3',4'-Dihydroxypropiophenone,98%;1-(3,4-dihydroxyphenyl)propan-1-one;1-(3,4-Dihydroxyphenyl)-1-propanone;1-Propanone,1-(3,4-dihydroxyphenyl)-
• CAS NO: 7451-98-1
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• Product Categories: Aromatic Propiophenones (substituted)
• Mol File: 7451-98-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 145-146°C
• Boiling Point: 375.1 °C at 760 mmHg
• Flash Point: 194.8 °C
• Appearance: /
• Density: 1.237 g/cm³
• Vapor Pressure: 3.69E-06mmHg at 25°C
• Refractive Index: 1.579
• PKA: 8.75±0.31(Predicted)
• CAS DataBase Reference: 3',4'-DIHYDROXYPROPIOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3',4'-DIHYDROXYPROPIOPHENONE(7451-98-1)
• EPA Substance Registry System: 3',4'-DIHYDROXYPROPIOPHENONE(7451-98-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 7451-98-1(Hazardous Substances Data)

Usage

Uses

It is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Preparation

Obtained by Fries rearrangement of pyrocatechol dipropio-nate with aluminium chloride in chlorobenzene at 80° for 2 h (84%) or in nitrobenzene at 100° for 15 min;Obtained by Fries rearrangement of pyrocatechol dipropionate with aluminium chloride in the presence of pyrocatechol, in nitrobenzene at 80° for 1 h (37%) or in nitromethane at r.t. for 72 h (76%) Also obtained by Fries rearrangement of o-methoxyphenyl propionate (1 mol) by aluminium chloride (2 mol) without solvent at 140° for 2 h (51–55%) or in nitrobenzene at 80° for 30–60 min. A demethylation occurs during the reaction. Also obtained by acylation of pyrocatechol with propionic acidin the presence of boron trifluoride, at 150° for 2 h in a sealed tube ? (36%)in the presence of polyphosphoric acid for 15 min in a boiling water bath ? (12%) Preparation by demethylation of 4-hydroxy-3-methoxypropiophenone with refluxing pyridinium chloride for 10 min (80%) Also obtained when propiovanillone was heated with an alkali sulfide under conditions used in the kraft cooking process.

InChI:InChI=1/C9H10O3/c1-2-7(10)6-3-4-8(11)9(12)5-6/h3-5,11-12H,2H2,1H3

Upstream product

• 28281-49-4 3,4-methylenedioxypropiophenone 
• 120-80-9 benzene-1,2-diol 
• 802294-64-0 propionic acid 
• 79-03-8 propionyl chloride 
• 7446-70-0 aluminium trichloride 
• 7598-60-9 2-methoxyphenyl propionate 
• 98-95-3 nitrobenzene 
• 75-15-0 carbon disulfide 

Downstream Products

• 17269-65-7 1-(3,4-bis(benzyloxy)phenyl)propan-1-one 
• 69837-55-4 3',4'-Bis-p-toluyloxypropiophenon 
• 829-76-5 2-hydroxy-1-methoxy-4-propionylbenzene 
• 1835-14-9 1-(4'-hydroxy-3'-methoxyphenyl)propan-1-one 
• 1835-04-7 ethyl 3,4-dimethoxyphenyl ketone 
• 67631-87-2 2-bromo-3',4'-bis(pivaloyloxy)propiophenone 
• 137524-14-2 1-(3,4-diacetoxy-phenyl)-propan-1-one 
• 62932-93-8 2-bromo-1-(3,4-dihydroxy-phenyl)-propan-1-one 
• 2525-02-2 4-propylbenzene-1,2-diol 
• 28281-49-4 3,4-methylenedioxypropiophenone 
• 720-66-1 1-(3,4-diethoxy-phenyl)-propan-1-one 

Relevant articles and documents

A convenient synthetic approach to dioncoquinone B and related compounds

A total synthesis of dioncoquinone B and related compounds, including ancistroquinones B, C and malvon A, is presented. The strategy is based on available reagents and can be used as a preparative synthesis of a number of natural and synthetic biologically active (3-alkyl)-2,7,8-di(tri)methoxy(hydroxy)-1,4-naphthoquinones.