17386-89-9

Basic information

• Product Name: 1-(3,4-Dihydroxyphenyl)butan-1-one
• Synonyms: 1-(3,4-Dihydroxyphenyl)butan-1-one;3’,4’-Dihydroxy-1-phenyl-2-butanone;1-(3,4-Dihydroxyphenyl)-1-butanone;3',4'-Dihydroxybutyrophenone;4-Butyroylpyrocatechol
• CAS NO: 17386-89-9
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2005
• Product Categories: Aromatics
• Mol File: 17386-89-9.mol

Chemical Properties

• Boiling Point: 381.1°Cat760mmHg
• Flash Point: 198.4°C
• Appearance: /
• Density: 1.194g/cm³
• Vapor Pressure: 2.38E-06mmHg at 25°C
• Refractive Index: 1.567
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: 1-(3,4-Dihydroxyphenyl)butan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-Dihydroxyphenyl)butan-1-one(17386-89-9)
• EPA Substance Registry System: 1-(3,4-Dihydroxyphenyl)butan-1-one(17386-89-9)

Safety Data

• Hazardous Substances Data: 17386-89-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-(3,4-Dihydroxyphenyl)butan-1-one is used as an intermediate in the synthesis of various organic compounds. Its chemical structure allows for further functionalization and modification, making it a versatile building block for the creation of more complex molecules with diverse applications in the chemical, pharmaceutical, and materials science industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(3,4-Dihydroxyphenyl)butan-1-one is used as a key component in the development of new drugs. Its unique structure can be exploited to design and synthesize novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Materials Science:
1-(3,4-Dihydroxyphenyl)butan-1-one can also be utilized in the field of materials science for the development of new materials with specific properties. Its chemical structure can be tailored to create materials with enhanced performance characteristics, such as improved mechanical strength, thermal stability, or electrical conductivity.
Used in Chemical Research:
As a compound with distinct chemical properties, 1-(3,4-Dihydroxyphenyl)butan-1-one is used in chemical research to study various reaction mechanisms, explore new synthetic routes, and develop innovative methodologies in organic chemistry.

InChI:InChI=1/C10H12O3/c1-2-3-8(11)7-4-5-9(12)10(13)6-7/h4-6,12-13H,2-3H2,1H3

Upstream product

• 120-80-9 benzene-1,2-diol 
• 98-95-3 nitrobenzene 
• 141-75-3 butyryl chloride 
• 107-92-6 butyric acid 
• 90-05-1 2-methoxy-phenol 
• 4112-92-9 1-butyryloxy-2-methoxy-benzene 

Downstream Products

• 25527-85-9 1-(3,4-Dihydroxyphenyl)-n-butanol 
• 2525-05-5 1,2-dihydroxy-4-butylbenzene 
• 54419-21-5 1-(3,4-dimethoxyphenyl)butan-1-one 
• 91970-65-9 4-butyryl-2-hydroxy-1-methoxybenzene 
• 64142-23-0 4-butyryl-1-hydroxy-2-methoxybenzene 
• 29668-47-1 1-(2,3-dihydro-1,4-benzodioxin-6-yl)butan-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.

Selective acylation of phenols in boron trifluoride diethyl etherate solution and the mechanistic implication

In the presence of boron trifluoride diethyl etherate (BF3 · OEt2), direct acylation of phenols with free carboxylic acid is chemoselective and regioselective and no demethylation, if any, was observed. The para-directing effect of BF3·OEt2 is attributed to the large steric hindrance of the boron trifluoride-phenolic hydroxyl group complex, which blocks the ortho-acylation from occurrence. Microwave irradiation could not change the regioselectivity of BF3·OEt2 except the reaction time being greatly shortened.

The synthesis, structure and activity evaluation of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors

Some pyrogallol and catechol derivatives were synthesized, and their urease inhibitory activity was evaluated by using acetohydroxamic acid (AHA), a well known Helicobacter pylori urease inhibitor, as positive control. The assay results indicate that many compounds have showed potential inhibitory activity against H. pylori urease. 4-(4-Hydroxyphenethyl)phen-1,2-diol (2a) was found to be the most potent urease inhibitor with IC50s of 1.5 ± 0.2 μM for extracted fraction and 4.2 ± 0.3 μM for intact cell, at least 10 times and 20 times lower than those of AHA (IC50 of 17.2 ± 0.9 μM, 100.6 ± 13 μM), respectively. This finding indicate that 2a would be a potential urease inhibitor deserves further research. Molecular dockings of 2a into H. pylori urease active site were performed for understanding the good activity observed.