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

Uses

1-?(2,?4-?Dihydroxyphenyl)?-1-?hexanone is could be a useful compound for efficient depolymerization of alkaline lignin using a mesoporous solid base catalyst.

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

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

Downstream Products

• 100972-54-1 1-(4-acetoxy-2-hydroxy-phenyl)-hexan-1-one 
• 103981-28-8 1-[2-Hydroxy-4-(3-nitro-benzyloxy)-phenyl]-hexan-1-one 
• 101002-20-4 4-decyloxy-2-hydroxycaprophenone oxime 
• 143286-81-1 1-(4-Benzyloxy-2-hydroxy-phenyl)-hexan-1-one oxime 
• 101002-19-1 4-pentoxy-2-hydroxycaprophenone oxime 
• 63411-88-1 1-(5-hexyl-2,4-dihydroxyphenyl) ethan-1-one 
• 98618-97-4 4-[[3-[[3-hydroxy-4-(1-oxohexyl)phenoxy]methyl]phenyl]amino]-4-oxobutanoic acid, methyl ester 
• 98618-96-3 3-[[3-[[3-hydroxy-4-(1-oxohexyl)phenoxy]methyl]phenyl]amino]-3-oxopropanoic acid, methyl ester 
• 103981-23-3 1-[4-(3-Amino-benzyloxy)-2-hydroxy-phenyl]-hexan-1-one 

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.

Rational Engineered C-Acyltransferase Transforms Sterically Demanding Acyl Donors

The biocatalytic Friedel-Crafts acylation has been identified recently for the acetylation of resorcinol using activated acetic acid esters for the synthesis of acetophenone derivatives catalyzed by an acyltransferase. Because the wild-type enzyme is limited to acetic and propionic derivatives as the substrate, variants were designed to extend the substrate scope of this enzyme. By rational protein engineering, the key residue in the active site was identified which can be replaced to allow binding of bulkier acyl moieties. The single-point variant F148V enabled the transformation of previously inaccessible medium chain length alkyl and alkoxyalkyl carboxylic esters as donor substrates with up to 99% conversion and up to >99% isolated yield.

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.