4390-92-5

Basic information

• Product Name: 2',4'-dihydroxybutyrophenone
• Synonyms: 2',4'-dihydroxybutyrophenone;1-(2,4-dihydroxyphenyl)butan-1-one;1-(2,4-Dihydroxyphenyl)-1-butanone;1-(2,4-Dihydroxyphenyl)
• CAS NO: 4390-92-5
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20048
• EINECS: 224-508-9
• Mol File: 4390-92-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: 73 °C
• Boiling Point: 338.5 °C at 760 mmHg
• Flash Point: 172.7 °C
• Appearance: /
• Density: 1.194 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.72±0.35(Predicted)
• CAS DataBase Reference: 2',4'-dihydroxybutyrophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4'-dihydroxybutyrophenone(4390-92-5)
• EPA Substance Registry System: 2',4'-dihydroxybutyrophenone(4390-92-5)

Safety Data

• Hazardous Substances Data: 4390-92-5(Hazardous Substances Data)

Usage

General Description

2',4'-Dihydroxybutyrophenone, also known as 2',4'-Dihydroxypropiophenone, is a chemical compound with the molecular formula C10H12O3. It's a type of aromatic ketone, a group of organic compounds that contain a carbonyl group, C=O, attached to an aromatic ring. The chemicals have multi uses, commonly seen in various fields like research, industrial and pharmaceutical applications. They are known for their reactivity and versatility. They can be used in studies on the mechanism of oxidative aromatic substitution and various acylation studies. In the pharmaceutical industry, they act as intermediates in the synthesis of many drugs. However, their toxicological properties and safety measures need to be handled with care.

Upstream product

• 107-92-6 butyric acid 
• 108-46-3 recorcinol 
• 4346-18-3 phenyl butanoate 
• 141-75-3 butyryl chloride 
• 109-74-0 propyl cyanide 
• 106-31-0 butanoic acid anhydride 
• 75175-06-3 1,1'-(4,6-dihydroxy-1,3-phenylene)dibutan-1-one 

Downstream Products

• 128889-92-9 Acetic acid 2-oxo-3-phenyl-4-propyl-2H-chromen-7-yl ester 
• 20800-24-2 1-(2-hydroxy-4-methoxyphenyl)butan-1-one 
• 23187-42-0 1-(4-ethoxy-2-hydroxy-phenyl)-butan-1-one 
• 230976-82-6 4-benzyloxy-2-hydroxybutyrophenone 
• 854870-70-5 bis-(5-butyryl-2,4-dihydroxy-phenyl)-sulfide 
• 103204-42-8 1-(2,4-dihydroxy-5-nitro-phenyl)-butan-1-one 
• 18979-61-8 4-butylresorcinol 
• 101451-58-5 3-ethyl-7-hydroxy-2-phenyl-chromen-4-one 
• 98339-53-8 3-ethyl-7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde 

Relevant articles and documents

Synthesis and evaluation of aromatic methoxime derivatives against five postharvest phytopathogenic fungi of fruits. Main structure–activity relationships

The antifungal activity of a library of twenty-four aromatic methoximes was examined against five representative postharvest phytopathogenic fungi. The panel included Penicillium digitatum, Penicillium italicum, Rhizopus stolonifer, Botrytis cinerea and Monilinia fructicola, all of which cause relevant economic losses worldwide as a result of affecting harvested fruits. The minimum inhibitory concentrations and minimum fungicidal concentrations of each compound were defined and the main structure–activity relationships were determined. Although other congeners were more potent, drug likeliness considerations pointed to the methoxime derived from 2,4-dihydroxypropiophenone as the compound with the most suitable profile. The morphology of the colonies of the fungal strains treated with the methoxime was examined microscopically and the compound was also tested in freshly harvested peaches and oranges, exhibiting promising control profiles in both fruits, similar to those of the commercial agents Imazalil and Carbendazim.

Method for synthesizing 4-alkylresorcinol through solvent-free system

The invention relates to the technical field of organic synthesis, in particular to a method for synthesizing 4-alkylresorcinol through a solvent-free system. The method comprises the following stepsthat (1) resorcinol, zinc chloride and alkyl acid are evenly mixed, heated and stirred for a reaction, after cooling, water is added to precipitate a solid, filtering, drying and recrystallization areconducted, and thus 4-acylresorcinol is obtained; (2) the 4-acylresorcinol is dissolved into trifluoroacetic acid, triethyl silicane is added dropwise, heating and stirring are conducted for a reaction, cooling and standing are conducted for layering, an organic layer is extracted and dried, filtration and concentration are conducted to obtain a crude product, recrystallization is conducted, andthe 4-alkylresorcinol is obtained. According to the method, a triethyl silicane/trifluoroacetic acid system is applied to synthesis of the 4-alkylresorcinol for the first time, the reaction conditionis gentler and easier to control, and a post-treatment method is simple; and the system does not contain a solvent, water materials generated during industrial amplification are also greatly reduced,and thus the whole process is more environment friendly.

Primulin derivative as well as synthesis method and application of primulin derivative

The invention discloses a primulin derivative with antibacterial activity shown as the structural general formula (I), wherein R is selected from C2-C20 alkyls. The primulin derivative is prepared from raw materials including m-dihydroxybenzene and a fatty acid derivative by the steps: carrying out Friedel-Crafts acylation and methylation to synthesize a paeonol derivative, and carrying out oxidization after carrying out carbonyl reduction. The primulin derivative has good antibacterial activity and can be used as a potential antibacterial agent.