3144-54-5

Basic information

• Product Name: 4-Hexanoylresorcinol
• Synonyms: 4-HEXANOYLRESORCINOL;2',4'-DIHYDROXYHEXANOPHENONE;1-(2,4-DIHYDROXYPHENYL)-1-HEXANONE;1-(2,4-Dihydroxyphenyl)hexan-1-one;2,4-Dihydroxyphenyl(pentyl) ketone;2,4-Dihydroxyphenylpentyl ketone
• CAS NO: 3144-54-5
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25
• EINECS: 221-555-7
• Mol File: 3144-54-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 53-56 °C(lit.)
• Boiling Point: 217 °C14 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: solid or liquid
• Density: 1.0989 (rough estimate)
• Vapor Pressure: 1.39E-05mmHg at 25°C
• Refractive Index: 1.5141 (estimate)
• PKA: 7.83±0.35(Predicted)
• CAS DataBase Reference: 4-Hexanoylresorcinol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexanoylresorcinol(3144-54-5)
• EPA Substance Registry System: 4-Hexanoylresorcinol(3144-54-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 3144-54-5(Hazardous Substances Data)

Usage

Description

4-Hexanoylresorcinol is a chemical compound that possesses unique properties, making it a valuable component in various industrial applications. It is characterized by its ability to interact with lignin, a complex organic polymer found in the cell walls of plants, and facilitate its depolymerization.

Uses

Used in Chemical Industry:
4-Hexanoylresorcinol is used as a catalyst for the efficient depolymerization of alkaline lignin. This application is particularly relevant in the chemical industry, where the breakdown of lignin is crucial for the production of valuable chemicals and materials from renewable resources.
Used in Bioenergy Production:
In the bioenergy sector, 4-Hexanoylresorcinol serves as a catalyst to enhance the depolymerization of lignin, which is an essential step in the conversion of lignocellulosic biomass into biofuels and other bioproducts. This process contributes to the development of sustainable energy sources and reduces reliance on fossil fuels.
Used in Material Science:
4-Hexanoylresorcinol is utilized as a component in the synthesis of advanced materials, such as polymers and composites, that exhibit improved properties due to the incorporation of depolymerized lignin. This application is significant in material science, where the development of innovative materials with enhanced performance is a key area of research and development.
Overall, 4-Hexanoylresorcinol plays a vital role in various industries, particularly in the chemical, bioenergy, and material science sectors, due to its ability to promote the depolymerization of lignin and contribute to the development of sustainable and high-performance products.

InChI:InChI=1/C12H16O3/c1-2-3-4-5-11(14)10-7-6-9(13)8-12(10)15/h6-8,13,15H,2-5H2,1H3

Upstream product

• 408538-95-4 3-Hexanoyloxy-phenol 
• 142-61-0 Hexanoyl chloride 
• 108-46-3 recorcinol 
• 142-62-1 hexanoic acid 
• 534-59-8 n-butylmalonic acid 
• 2051-49-2 n-hexanoic anhydride 
• 95-88-5 4-Chlororesorcinol 
• 693-02-7 hex-1-yne 
• 7780-16-7 phenyl hexanoate 

Downstream Products

• 100972-54-1 1-(4-acetoxy-2-hydroxy-phenyl)-hexan-1-one 
• 101002-33-9 1-(4-Decyloxy-2-hydroxy-phenyl)-hexan-1-one 
• 136-77-6 4-Hexylresorcinol 
• 143287-04-1 1-(4-Benzyloxy-2-hydroxy-phenyl)-hexan-1-one 
• 103981-28-8 1-[2-Hydroxy-4-(3-nitro-benzyloxy)-phenyl]-hexan-1-one 
• 103981-23-3 1-[4-(3-Amino-benzyloxy)-2-hydroxy-phenyl]-hexan-1-one 

Relevant articles and documents

Exploring efficacy of natural-derived acetylphenol scaffold inhibitors for α-glucosidase: Synthesis, in vitro and in vivo biochemical studies

The discovery of novel α-glucosidase inhibitors and anti-diabetic candidates from natural or natural-derived products represents an attractive therapeutic option. Here, a collection of acetylphenol analogues derived from paeonol and acetophenone were synthesized and evaluated for their α-glucosidase inhibitory activity. Most of derivatives, such as 9a–9e, 9i, 9m–9n and 11d–1e, (IC50 = 0.57 ± 0.01 μM to 8.45 ± 0.57 μM), exhibited higher inhibitory activity than the parent natural products and were by far more potent than the antidiabetic drug acarbose (IC50 = 57.01 ± 0.03 μM). Among these, 9e and 11d showed the most potent activity in a non-competitive manner. The binding processes between the two most potent compounds and α-glucosidase were spontaneous. Hydrophobic interactions were the main forces for the formation and stabilization of the enzyme - acetylphenol scaffold inhibitor complex, and induced the topography image changes and aggregation of α-glucosidase. In addition, everted intestinal sleeves in vitro and the maltose loading test in vivo further demonstrated the α-glucosidase inhibition of the two compounds, and our findings proved that they have significant postprandial hypoglycemic effects.

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.

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.